Routes are ordered originator first, then optimised / process (non-patent) routes; each lists steps, overall yield and the intermediate table (code / CAS / name) — ready for supplier sourcing and RFQ. Rendered by this site from structured data; no third-party route graphics used.
OptimisedRoute 1Steps 1 · Total yield /
Enalapril-00164920-29-2→Enalapril-00213485-59-1→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-001 | 64920-29-2 | Ethyl 2-oxo-4-phenylbutyrate |
| Enalapril-002 | 13485-59-1 | L-Alanyl-L-proline |
OptimisedRoute 2Steps 2 · Total yield 4.2g(Enalapril)
Enalapril-00382717-96-2→Enalapril-004147-85-3→Enalapril-00575847-73-3→Enalapril-006110-17-8→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-003 | 82717-96-2 | N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine |
| Enalapril-004 | 147-85-3 | (-)-L-Proline<-fgf->L-Proline |
| Enalapril-005 | 75847-73-3 | (S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline |
| Enalapril-006 | 110-17-8Available | trans-2-Butenedioic acid |
OptimisedRoute 3Steps 9 · Total yield /
Enalapril-00753279-92-8→Enalapril-008120999-41-9→Enalapril-009138566-24-2→Enalapril-010—→Enalapril-0111142-20-7→Enalapril-01290315-82-5→Enalapril-01388767-98-0→Enalapril-01429375-30-2→Enalapril-015108428-39-3→Enalapril-0162812-46-6→Enalapril-01727544-35-0→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-007 | 53279-92-8 | 2-Hydroxy-4-phenylbutanenitrile |
| Enalapril-008 | 120999-41-9 | 2(R)-Hydroxy-4-phenylbutanenitrile |
| Enalapril-009 | 138566-24-2 | 4-Phenyl-2(R)-(tetrahydropyran-2-yloxy)butanenitrile |
| Enalapril-010 | - | 4-Phenyl-2(R)-(tetrahydropyran-2-yloxy)butyric acid |
| Enalapril-011 | 1142-20-7 | N-[(Benzyloxy)carbonyl]-L-alanine |
| Enalapril-012 | 90315-82-5 | Ethyl (R)-(-)-2-hydroxy-4-phenylbutyrate |
| Enalapril-013 | 88767-98-0 | 4-Phenyl-2(R)-(trifluoromethylsulfonyloxy)butyric acid ethyl ester |
| Enalapril-014 | 29375-30-2 | L-Alanyl-L-proline tert-butyl ester |
| Enalapril-015 | 108428-39-3 | N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanyl-L-proline tert-butyl ester |
| Enalapril-016 | 2812-46-6 | N-Boc-proline |
| Enalapril-017 | 27544-35-0 | N-(Benzyloxycarbonyl)-L-alanyl-L-proline tert-butyl ester |
OptimisedRoute 4Steps 4 · Total yield 4.11g(Enalapril)
Enalapril-01880828-26-8→Enalapril-019103377-40-8→Enalapril-02016652-71-4→Enalapril-021120924-94-9→Enalapril-00382717-96-2→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-018 | 80828-26-8 | N-[(2S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanine hydrochloride |
| Enalapril-019 | 103377-40-8 | Ethyl (2S)-2-[[(2S)-1-chloro-1-oxopropan-2-yl]amino]-4-phenylbutanoate |
| Enalapril-020 | 16652-71-4 | Benzyl L-prolinate hydrochloride |
| Enalapril-021 | 120924-94-9 | Benzyl N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-prolinate |
| Enalapril-003 | 82717-96-2 | N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine |
OptimisedRoute 5Steps 1 · Total yield /
Enalapril-02288098-09-3→Enalapril-00575847-73-3→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-022 | 88098-09-3 | N-[(2S)-1-Ethoxy-1,4-dioxo-4-phenylbutan-2-yl]-L-alanyl-L-proline |
| Enalapril-005 | 75847-73-3 | (S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline |
OptimisedRoute 6Steps 6 · Total yield 174mg(Enalapril-033)
Enalapril-023103-63-9→Enalapril-0243277-89-2→Enalapril-02595-92-1→Enalapril-02664920-29-2→Enalapril-027108607-75-6→Enalapril-02856-41-7→Enalapril-029877932-98-4→Enalapril-0306066-82-6→Enalapril-031—→Enalapril-032—→Enalapril-033—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-023 | 103-63-9 | (2-Bromoethyl)benzene |
| Enalapril-024 | 3277-89-2 | Bromido(2-phenylethyl)magnesium |
| Enalapril-025 | 95-92-1 | Oxalic acid diethyl diester |
| Enalapril-026 | 64920-29-2 | 2-Oxo-4-phenylbutyric acid ethyl ester |
| Enalapril-027 | 108607-75-6 | 4,5-Ditritium-L-proline |
| Enalapril-028 | 56-41-7 | L-Alanine |
| Enalapril-029 | 877932-98-4 | N-(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanine |
| Enalapril-030 | 6066-82-6 | N-Hydroxysuccinimide |
| Enalapril-031 | - | Ethyl 2-([(2S)-1-[(2,5-dioxopyrrolidin-1-yl)oxy]-1-oxopropan-2-yl]amino)-4-phenylbutanoate |
| Enalapril-032 | - | N-(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl-4,5-ditritium-L-proline |
| Enalapril-033 | - | (2Z)-But-2-enedioic acid N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-4,5-ditritium-L-proline |
OptimisedRoute 7Steps 11 · Total yield /
Enalapril-03415186-48-8→Enalapril-03510065-72-2→Enalapril-0361411634-44-0→Enalapril-03719810-31-2→Enalapril-0381100-88-5→Enalapril-039533931-02-1→Enalapril-040533931-01-0→Enalapril-041533931-03-2→Enalapril-04216721-45-2→Enalapril-043—→Enalapril-044—→Enalapril-04541324-66-7→Enalapril-046533931-05-4→Enalapril-047533931-06-5→Enalapril-0481516-08-1,64-17-5→Enalapril-00575847-73-3→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-034 | 15186-48-8Available | 2,2-Dimethyl-1,3-dioxolane-4(R)-carbaldehyde |
| Enalapril-035 | 10065-72-2 | L-Alanine methyl ester |
| Enalapril-036 | 1411634-44-0 | Methyl (Z)-N-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methylidene]-L-alaninate |
| Enalapril-037 | 19810-31-2 | Benzyloxyacetyl chloride |
| Enalapril-038 | 1100-88-5 | Triphenyl(phenylmethyl)phosphonium chloride |
| Enalapril-039 | 533931-02-1 | Methyl (2S)-2-[(2S,3R)-3-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-oxoazetidin-1-yl]propanoate |
| Enalapril-040 | 533931-01-0 | Methyl (2S)-2-[(2S,3R)-3-(benzyloxy)-2-[(1S)-1,2-dihydroxyethyl]-4-oxoazetidin-1-yl]propanoate |
| Enalapril-041 | 533931-03-2 | Methyl (2S)-2-[(2R,3R)-3-(benzyloxy)-2-formyl-4-oxoazetidin-1-yl]propanoate |
| Enalapril-042 | 16721-45-2 | Benzylidene(triphenyl)-lambda5-phosphane |
| Enalapril-043 | - | Methyl (2S)-2-[(3R,4S)-3-(benzyloxy)-2-oxo-4-[(E)-2-phenylethenyl]azetidin-1-yl]propanoate |
| Enalapril-044 | - | (2S)-2-[(3R,4S)-3-Hydroxy-2-oxo-4-(2-phenylethyl)azetidin-1-yl]propanoic acid |
| Enalapril-045 | 41324-66-7 | Benzyl L-prolinate |
| Enalapril-046 | 533931-05-4 | Benzyl 1-[(2S)-2-[(3R,4S)-3-hydroxy-2-oxo-4-(2-phenylethyl)azetidin-1-yl]propanoyl]-L-prolinate |
| Enalapril-047 | 533931-06-5 | Benzyl 1-[(2S)-2-[(4S)-2,5-dioxo-4-(2-phenylethyl)-1,3-oxazolidin-3-yl]propanoyl]-L-prolinate |
| Enalapril-048 | 1516-08-1,64-17-5 | Ethyl alcohol |
| Enalapril-005 | 75847-73-3 | (S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline |
OptimisedRoute 8Steps 4 · Total yield 3.28g(Enalapril-054)
Enalapril-049100-52-7→Enalapril-050127-17-3→Enalapril-051—→Enalapril-052128573-54-6→Enalapril-05329678-81-7→Enalapril-05490315-82-5→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-049 | 100-52-7Available | Bitter almond |
| Enalapril-050 | 127-17-3 | 2-Oxopropionic acid |
| Enalapril-051 | - | Potassium (3E)-2-oxo-4-phenylbut-3-enoate |
| Enalapril-052 | 128573-54-6 | (2R,3E)-2-Hydroxy-4-phenylbut-3-enoic acid |
| Enalapril-053 | 29678-81-7 | 2(R)-Hydroxy-4-phenylbutyric acid |
| Enalapril-054 | 90315-82-5 | Ethyl (R)-(-)-2-hydroxy-4-phenylbutyrate |
OptimisedRoute 9Steps 7 · Total yield /
Enalapril-05517451-19-3→Enalapril-05675-64-9→Enalapril-05710017-37-5→Enalapril-0581190946-81-6→Enalapril-059586396-58-9→Enalapril-060586396-61-4→Enalapril-061115016-95-0→Enalapril-062125639-64-7→Enalapril-049100-52-7→Enalapril-050127-17-3→Enalapril-0481516-08-1,64-17-5→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
OptimisedRoute 10Steps 5 · Total yield 206.58g(Enalapril)
Enalapril-063123-75-1→Enalapril-0642252296-25-4→Enalapril-0657364-47-8→Enalapril-066273750-74-6→Enalapril-00575847-73-3→Enalapril-00382717-96-2→Enalapril-004147-85-3→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-063 | 123-75-1 | Pyrrolidine |
| Enalapril-064 | 2252296-25-4 | Ethyl (2S)-2-[[(2S)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl]amino]-4-phenylbutanoate |
| Enalapril-065 | 7364-47-8 | Trimethylsilyl 1-(trimethylsilyl)-L-prolinate |
| Enalapril-066 | 273750-74-6 | Trimethylsilyl N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-prolinate |
| Enalapril-005 | 75847-73-3 | (S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline |
| Enalapril-003 | 82717-96-2 | N-[(S)-(+)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanine |
| Enalapril-004 | 147-85-3 | (S)-(-)-Proline |
OptimisedRoute 11Steps 3 · Total yield 20.9g(Enalapril)
Enalapril-00382717-96-2→Enalapril-004147-85-3→Enalapril-00575847-73-3→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-003 | 82717-96-2 | N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine |
| Enalapril-004 | 147-85-3 | (S)-(-)-Proline |
| Enalapril-005 | 75847-73-3 | (S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline |
OptimisedRoute 12Steps 5 · Total yield 3.9g(Enalapril-073)
Enalapril-06756-84-8→Enalapril-06832213-95-9→Enalapril-069116393-72-7→Enalapril-070100-39-0→Enalapril-071885357-46-0→Enalapril-072871123-99-8→Enalapril-073943-73-7→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-067 | 56-84-8 | (S)-Aminobutanedioic acid |
| Enalapril-068 | 32213-95-9 | Dimethyl L-aspartate hydrogen chloride |
| Enalapril-069 | 116393-72-7 | Dimethyl N-(triphenylmethyl)-L-aspartate |
| Enalapril-070 | 100-39-0 | 1-(Bromomethyl)benzene |
| Enalapril-071 | 885357-46-0 | Dimethyl 3-benzyl-N-(triphenylmethyl)-L-aspartate |
| Enalapril-072 | 871123-99-8 | (3R)-3-Benzyl-L-aspartic acid |
| Enalapril-073 | 943-73-7 | 2(S)-Amino-4-phenylbutanoic acid |
OptimisedRoute 13Steps 8 · Total yield /
Enalapril-07456-41-7→Enalapril-07515761-38-3→Enalapril-076—→Enalapril-0772133-40-6→Enalapril-07833300-71-9→Enalapril-07933300-72-0→Enalapril-004147-85-3→Enalapril-00213485-59-1→Enalapril-02664920-29-2→Enalapril-00575847-73-3→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-074 | 56-41-7 | L-Alanine |
| Enalapril-075 | 15761-38-3 | N-Boc-2(S)-aminopropanoic acid |
| Enalapril-076 | - | (4R)-4-Amino-1,3-oxazolidine-2,5-dione |
| Enalapril-077 | 2133-40-6 | Methyl L-prolinate hydrogen chloride |
| Enalapril-078 | 33300-71-9 | Methyl N-(tert-butoxycarbonyl)-L-alanyl-L-prolinate |
| Enalapril-079 | 33300-72-0 | N-(tert-Butoxycarbonyl)-L-alanyl-L-proline |
| Enalapril-004 | 147-85-3 | L-Proline |
| Enalapril-002 | 13485-59-1 | L-Alanyl-L-proline |
| Enalapril-026 | 64920-29-2 | 2-Oxo-4-phenylbutyric acid ethyl ester |
| Enalapril-005 | 75847-73-3 | (S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline |
OptimisedRoute 14Steps 3 · Total yield 37.9g(Enalapril-054)
Enalapril-080104-53-0→Enalapril-081—→Enalapril-008120999-41-9→Enalapril-05490315-82-5→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Enalapril-080 | 104-53-0 | 3-Phenylpropionaldehyde |
| Enalapril-081 | - | Ethyl 2-oxo-4-phenylbut-3-enoate |
| Enalapril-008 | 120999-41-9 | 2(R)-Hydroxy-4-phenylbutanenitrile |
| Enalapril-054 | 90315-82-5 | Ethyl (R)-(-)-2-hydroxy-4-phenylbutyrate |
OptimisedRoute 1Steps 10 · Total yield /
Atorvastatin-001—→Atorvastatin-00288-95-9→Atorvastatin-003—→Atorvastatin-004108998-83-0→Atorvastatin-005540-88-5→Atorvastatin-006222406-66-8→Atorvastatin-007110862-46-9→Atorvastatin-008222406-69-1→Atorvastatin-009222406-71-5→Atorvastatin-010222406-73-7→Atorvastatin-011134395-00-9→Atorvastatin-012793652-69-4→Atorvastatin-013222406-80-6→Atorvastatin-014—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-001 | - | [14C]-Sodium acetate |
| Atorvastatin-002 | 88-95-9 | ortho-Phthaloyl chloride |
| Atorvastatin-003 | - | [14C=O]Acetyl chloride |
| Atorvastatin-004 | 108998-83-0 | (2S)-1,1,2-Triphenylethane-1,2-diol |
| Atorvastatin-005 | 540-88-5 | 1,1-Dimethylethyl acetate |
| Atorvastatin-006 | 222406-66-8 | (1S)-2-hydroxy-1,2,2-triphenylethyl acetate |
| Atorvastatin-007 | 110862-46-9 | 5-(4-Fluorophenyl)-1-(3-oxopropyl)-N,4-diphenyl-2-(propan-2-yl)-1H-pyrrole-3-carboxamide |
| Atorvastatin-008 | 222406-69-1 | (1S)-2-hydroxy-1,2,2-triphenylethyl (3R)-5-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3-hydroxypentanoate |
| Atorvastatin-009 | 222406-71-5 | methyl (3R)-5-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl]-3-hydroxypentanoate |
| Atorvastatin-010 | 222406-73-7 | tert-butyl (5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-5-hydroxy-3-oxoheptanoate |
| Atorvastatin-011 | 134395-00-9 | Atorvastatin tert-butyl ester |
| Atorvastatin-012 | 793652-69-4 | (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid |
| Atorvastatin-013 | 222406-80-6 | 5-(4-fluorophenyl)-1-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
| Atorvastatin-014 | - | sodium (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate |
OptimisedRoute 2Steps 7 · Total yield 1.21kg(Atorvastatin Strontium)
Atorvastatin-015—→Atorvastatin-016—→Atorvastatin-017—→Atorvastatin-0181353049-81-6→Atorvastatin-019—→Atorvastatin-020—→Atorvastatin-021—→Atorvastatin-011134395-00-9→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-015 | - | 2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamide |
| Atorvastatin-016 | - | Methyl [(4R,6R)-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-017 | - | (4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester |
| Atorvastatin-018 | 1353049-81-6 | Methyl [(4R,6R)-6-[2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-019 | - | (4R,6R)-6-[2-[2-(4-Fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid 1,1-dimethylethyl ester |
| Atorvastatin-020 | - | Methyl (3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate |
| Atorvastatin-021 | - | 7-[2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(N-phenylcarbamoyl)-1H-pyrrol-1-yl]-3(R),5(R)-dihydroxyheptanoic acid sodium salt |
| Atorvastatin-011 | 134395-00-9 | Atorvastatin tert-butyl ester |
OptimisedRoute 3Steps 11 · Total yield /
Atorvastatin-022838906-36-8→Atorvastatin-023—→Atorvastatin-024838906-52-8→Atorvastatin-0251404189-41-8→Atorvastatin-026112904-69-5→Atorvastatin-027—→Atorvastatin-0281443774-74-0→Atorvastatin-0291443774-76-2→Atorvastatin-0301417187-90-6→Atorvastatin-031676260-68-7→Atorvastatin-032714963-28-7→Atorvastatin-033—→Atorvastatin-016—→Atorvastatin-017—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-022 | 838906-36-8 | 4-(Benzyloxy)dihydro-2H-pyran-2,6(3H)-dione |
| Atorvastatin-023 | - | 3-Hydroxypentanedioic acid 1,5-diethyl ester |
| Atorvastatin-024 | 838906-52-8 | Diethyl 3-(benzyloxy)pentanedioate |
| Atorvastatin-025 | 1404189-41-8 | 3-(Benzyloxy)pentanedioic acid |
| Atorvastatin-026 | 112904-69-5 | (3R)-3-(Benzyloxy)-5-methoxy-5-oxopentanoic acid |
| Atorvastatin-027 | - | (Methoxycarbonyl)acetonitrile |
| Atorvastatin-028 | 1443774-74-0 | Dimethyl (5R)-5-(benzyloxy)-2-cyano-3-oxoheptanedioate |
| Atorvastatin-029 | 1443774-76-2 | Methyl (3R)-3-(benzyloxy)-6-cyano-5-oxohexanoate |
| Atorvastatin-030 | 1417187-90-6 | Methyl (3R)-6-cyano-3-hydroxy-5-oxohexanoate |
| Atorvastatin-031 | 676260-68-7 | Methyl (3R,5R)-6-cyano-3,5-dihydroxyhexanoate |
| Atorvastatin-032 | 714963-28-7 | Methyl [(4R,6R)-6-(cyanomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-033 | - | - |
| Atorvastatin-016 | - | Methyl [(4R,6R)-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-017 | - | (4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester |
OptimisedRoute 4Steps 5 · Total yield /
Atorvastatin-03465564-05-8→Atorvastatin-03575-07-0→Atorvastatin-036916852-78-3→Atorvastatin-037916852-79-4→Atorvastatin-038676260-70-1→Atorvastatin-039125995-03-1→Atorvastatin-015—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-034 | 65564-05-8 | Benzyl (3-oxopropyl)carbamate |
| Atorvastatin-035 | 75-07-0 | Ethanal |
| Atorvastatin-036 | 916852-78-3 | Benzyl [2-[(2R,4R)-4,6-dihydroxytetrahydro-2H-pyran-2-yl]ethyl]carbamate |
| Atorvastatin-037 | 916852-79-4 | Benzyl [2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl]carbamate |
| Atorvastatin-038 | 676260-70-1 | (4R,6R)-6-(2-aminoethyl)-4-hydroxyoxan-2-one |
| Atorvastatin-039 | 125995-03-1 | 5-(4-Fluorophenyl)-1-[2-[4(R)-hydroxy-6-oxotetrahydropyran-2(R)-yl]ethyl]-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
| Atorvastatin-015 | - | 2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamide |
OptimisedRoute 5Steps 1 · Total yield 50.7g(Atorvastatin Strontium)
Atorvastatin-039125995-03-1→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-039 | 125995-03-1 | 5-(4-Fluorophenyl)-1-[2-[4(R)-hydroxy-6-oxotetrahydropyran-2(R)-yl]ethyl]-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
OptimisedRoute 6Steps 7 · Total yield /
Atorvastatin-04042558-54-3→Atorvastatin-0411146977-84-5→Atorvastatin-042100-52-7→Atorvastatin-043—→Atorvastatin-0441146977-88-9→Atorvastatin-045—→Atorvastatin-0461146977-86-7→Atorvastatin-0471146977-83-4→Atorvastatin-0481146977-87-8→Atorvastatin-04962-53-3→Atorvastatin-0501146977-89-0→Atorvastatin-0511146978-02-0→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-040 | 42558-54-3 | 4-Methyl-3-oxopentanoic acid methyl ester |
| Atorvastatin-041 | 1146977-84-5 | 4-Methyl-3-oxopentanoic acid 4-methoxybenzyl ester |
| Atorvastatin-042 | 100-52-7Available | Benzaldehyde |
| Atorvastatin-043 | - | 2-Benzylidene-4-methyl-3-oxopentanoic acid 4-methoxybenzyl ester |
| Atorvastatin-044 | 1146977-88-9 | 1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-hydroxypentyl]-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid |
| Atorvastatin-045 | - | (4-Fluorophenyl)methanone |
| Atorvastatin-046 | 1146977-86-7 | 2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid 4-methoxybenzyl ester |
| Atorvastatin-047 | 1146977-83-4 | 5-Amino-3(R)-[tert-butyl(dimethyl)silyloxy]pentan-1-ol |
| Atorvastatin-048 | 1146977-87-8 | 1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-hydroxypentyl]-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid 4-methoxybenzyl ester |
| Atorvastatin-049 | 62-53-3Available | Aminobenzene |
| Atorvastatin-050 | 1146977-89-0 | 1-[3(R)-[tert-butyl(dimethyl)silyloxy]-5-hydroxypentyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
| Atorvastatin-051 | 1146978-02-0 | 1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-oxopentyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
OptimisedRoute 7Steps 6 · Total yield /
Atorvastatin-05298684-92-5→Atorvastatin-0531146977-91-4→Atorvastatin-0541146977-92-5→Atorvastatin-0551146977-93-6→Atorvastatin-056616201-27-5→Atorvastatin-057134523-07-2→Atorvastatin-0511146978-02-0→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-052 | 98684-92-5 | 2-Ethoxy-2-oxoethanediazonium |
| Atorvastatin-053 | 1146977-91-4 | 5(R)-[tert-Butyl(dimethyl)silyloxy]-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(N-phenylcarbamoyl)-1H-pyrrol-1-yl]-3-oxoheptanoic acid ethyl ester |
| Atorvastatin-054 | 1146977-92-5 | 7-[2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(N-phenylcarbamoyl)-1H-pyrrol-1-yl]-5(R)-hydroxy-3-oxoheptanoic acid ethyl ester |
| Atorvastatin-055 | 1146977-93-6 | 7-[2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(N-phenylcarbamoyl)-1H-pyrrol-1-yl]-3(R),5(R)-dihydroxyheptanoic acid ethyl ester |
| Atorvastatin-056 | 616201-27-5 | Ethyl [(4R,6R)-6-[2-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-057 | 134523-07-2 | 5-(4-Fluorophenyl)-1-[2-[4(S)-hydroxy-6-oxotetrahydropyran-2(S)-yl]ethyl]-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
| Atorvastatin-051 | 1146978-02-0 | 1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-oxopentyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
OptimisedRoute 8Steps 4 · Total yield 41.5g(Atorvastatin-047)
Atorvastatin-058141942-84-9→Atorvastatin-059105876-27-5→Atorvastatin-060105876-28-6→Atorvastatin-0611146977-82-3→Atorvastatin-0471146977-83-4→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-058 | 141942-84-9 | 4-Cyano-3(R)-hydroxybutyric acid methyl ester |
| Atorvastatin-059 | 105876-27-5 | 3(R)-[tert-Butyl(dimethyl)silyloxy]-4-cyanobutyric acid methyl ester |
| Atorvastatin-060 | 105876-28-6 | (3R)-3-[[tert-Butyl(dimethyl)silyl]oxy]-4-cyanobutanoic acid |
| Atorvastatin-061 | 1146977-82-3 | 3(R)-[tert-Butyl(dimethyl)silyloxy]-5-hydroxypentanenitrile |
| Atorvastatin-047 | 1146977-83-4 | 5-Amino-3(R)-[tert-butyl(dimethyl)silyloxy]pentan-1-ol |
OptimisedRoute 9Steps 11 · Total yield /
Atorvastatin-062—→Atorvastatin-06380667-81-8→Atorvastatin-06421870-79-1→Atorvastatin-0654613-62-1→Atorvastatin-0661092527-73-5→Atorvastatin-0674494-96-6→Atorvastatin-068—→Atorvastatin-069—→Atorvastatin-070—→Atorvastatin-0711092527-75-7→Atorvastatin-0721092527-77-9→Atorvastatin-073—→Atorvastatin-015—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-062 | - | (3aR,5S,6S,6aR)-5-[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol |
| Atorvastatin-063 | 80667-81-8 | 1,2:5,6-Di-O-isopropylidene-3-O-(imidazol-1-ylsulfonyl)-alpha-D-glucofuranose |
| Atorvastatin-064 | 21870-79-1 | 3-S-Acetyl-1,2:5,6-Di-O-isopropylidene-3-thio-alpha-D-allofuranose |
| Atorvastatin-065 | 4613-62-1 | 3-Deoxy-1,2:5,6-Di-O-isopropylidene-alpha-D-ribo-hexofuranose |
| Atorvastatin-066 | 1092527-73-5 | (3aR,5R,6aR)-2,2-Dimethyl-5-(2-nitroethyl)perhydrofuro[2,3-d][1,3]dioxole |
| Atorvastatin-067 | 4494-96-6 | 3-Deoxy-1,2-O-isopropylidene-alpha-D-ribo-hexofuranose |
| Atorvastatin-068 | - | (3aR,6aR)-2,2-Dimethylperhydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde |
| Atorvastatin-069 | - | 1-[(3aR,6aR)-2,2-Dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-nitroethanol |
| Atorvastatin-070 | - | (3aR,6aR)-2,2-Dimethyl-5-(2-nitrovinyl)perhydrofuro[2,3-d][1,3]dioxole |
| Atorvastatin-071 | 1092527-75-7 | 2-[(3aR,5R,6aR)-2,2-Dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]ethylamine |
| Atorvastatin-072 | 1092527-77-9 | 1-[2-[(3aR,5R,6aR)-2,2-Dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]ethyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
| Atorvastatin-073 | - | 1-[2-[4(R),5-Dihydroxytetrahydrofuran-2(R)-yl]ethyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
| Atorvastatin-015 | - | 2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamide |
OptimisedRoute 10Steps 5 · Total yield /
Atorvastatin-074—→Atorvastatin-075896110-02-4→Atorvastatin-0761092527-64-4→Atorvastatin-0771092527-66-6→Atorvastatin-0781092527-68-8→Atorvastatin-068—→Atorvastatin-0711092527-75-7→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-074 | - | Ethyl (diethoxyphosphoryl)acetate |
| Atorvastatin-075 | 896110-02-4 | 3-[(3aR,5S,6aR)-2,2-Dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-propenoic acid ethyl ester |
| Atorvastatin-076 | 1092527-64-4 | 3-[(3aR,5R,6aR)-2,2-Dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]propionic acid ethyl ester |
| Atorvastatin-077 | 1092527-66-6 | 3-[(3aR,5R,6aR)-2,2-Dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]propionamide |
| Atorvastatin-078 | 1092527-68-8 | 1,2-O-Isopropylidene-6-(methoxycarbonylamino)-3,5,6-trideoxy-alpha-D-erythro-hexofuranose |
| Atorvastatin-068 | - | (3aR,5S,6aR)-2,2-Dimethylperhydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde |
| Atorvastatin-071 | 1092527-75-7 | 2-[(3aR,5R,6aR)-2,2-Dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]ethylamine |
OptimisedRoute 11Steps 11 · Total yield 232.6g(Atorvastatin-017)
Atorvastatin-079—→Atorvastatin-080—→Atorvastatin-0811370478-50-4→Atorvastatin-0821192308-67-0→Atorvastatin-083—→Atorvastatin-084—→Atorvastatin-085—→Atorvastatin-0861011476-83-7→Atorvastatin-0871370478-51-5→Atorvastatin-088619261-21-1→Atorvastatin-089—→Atorvastatin-090154026-96-7→Atorvastatin-091154026-97-8→Atorvastatin-092154026-98-9→Atorvastatin-017—→Atorvastatin-005—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-079 | - | (2R)-2-(Chloromethyl)oxirane |
| Atorvastatin-080 | - | - |
| Atorvastatin-081 | 1370478-50-4 | (2R)-1-Chloro-4-nitrobutan-2-ol |
| Atorvastatin-082 | 1192308-67-0 | (3R)-3-Hydroxy-5-nitropentanenitrile |
| Atorvastatin-083 | - | 1-Methoxy-1-methylethyl methyl ether |
| Atorvastatin-084 | - | (2-(tert-Butoxy)-2-oxoethyl)zinc(II) bromide |
| Atorvastatin-085 | - | 1,1-Dimethylethyl monobromoacetate |
| Atorvastatin-086 | 1011476-83-7 | tert-Butyl (5R)-5-hydroxy-7-nitro-3-oxoheptanoate |
| Atorvastatin-087 | 1370478-51-5 | 3(R),5(R)-Dihydroxy-7-nitroheptanoic acid tert-butyl ester |
| Atorvastatin-088 | 619261-21-1 | tert-Butyl [(4R,6R)-2,2-dimethyl-6-(2-nitroethyl)-1,3-dioxan-4-yl]acetate |
| Atorvastatin-089 | - | Ethyl (3S)-4-bromo-3-hydroxybutanoate |
| Atorvastatin-090 | 154026-96-7 | tert-Butyl (5S)-6-bromo-5-hydroxy-3-oxohexanoate |
| Atorvastatin-091 | 154026-97-8 | tert-Butyl (3R,5S)-6-bromo-3,5-dihydroxyhexanoate |
| Atorvastatin-092 | 154026-98-9 | tert-Butyl [(4R,6S)-6-(bromomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-017 | - | (4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester |
| Atorvastatin-005 | - | 1,1-Dimethylethyl acetate |
OptimisedRoute 12Steps 15 · Total yield 3.83g(Atorvastatin-017)
Atorvastatin-093181272-46-8→Atorvastatin-0943536-96-7→Atorvastatin-095—→Atorvastatin-0961622324-73-5→Atorvastatin-097950513-91-4→Atorvastatin-0981622324-77-9→Atorvastatin-0991622324-74-6→Atorvastatin-1001622324-75-7→Atorvastatin-1011622324-76-8→Atorvastatin-102—→Atorvastatin-1031173184-84-3→Atorvastatin-1041380521-21-0→Atorvastatin-105682356-88-3→Atorvastatin-07951594-55-9→Atorvastatin-083—→Atorvastatin-085—→Atorvastatin-017—→Atorvastatin-005540-88-5→Atorvastatin-040—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-093 | 181272-46-8 | (3R)-3-Hydroxyhex-5-enenitrile |
| Atorvastatin-094 | 3536-96-7 | Chlorido(ethenyl)magnesium |
| Atorvastatin-095 | - | (2R)-1-Chloropent-4-en-2-ol |
| Atorvastatin-096 | 1622324-73-5 | (3R)-3-[(Trimethylsilyl)oxy]hex-5-enenitrile |
| Atorvastatin-097 | 950513-91-4 | tert-Butyl (5R)-5-hydroxy-3-oxooct-7-enoate |
| Atorvastatin-098 | 1622324-77-9 | tert-Butyl [(4R,6R)-6-[(2E)-2-(hydroxyimino)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-099 | 1622324-74-6 | tert-Butyl (3R,5R)-3,5-dihydroxyoct-7-enoate |
| Atorvastatin-100 | 1622324-75-7 | tert-Butyl [(4R,6R)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-101 | 1622324-76-8 | tert-Butyl [(4R,6S)-2,2-dimethyl-6-(2-oxoethyl)-1,3-dioxan-4-yl]acetate |
| Atorvastatin-102 | - | Hydroxylamine hydrochloric acid |
| Atorvastatin-103 | 1173184-84-3 | (4R)-2,2-Dimethyl-6beta-(2-hydroxyethyl)-1,3-dioxane-4beta-acetic acid tert-butyl ester |
| Atorvastatin-104 | 1380521-21-0 | tert-Butyl [(4R,6R)-6-[2-[(methanesulfonyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-105 | 682356-88-3 | tert-Butyl [(4R,6R)-6-(2-azidoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-079 | 51594-55-9 | (2R)-2-(Chloromethyl)oxirane |
| Atorvastatin-083 | - | 1-Methoxy-1-methylethyl methyl ether |
| Atorvastatin-085 | - | 1,1-Dimethylethyl monobromoacetate |
| Atorvastatin-017 | - | (4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester |
| Atorvastatin-005 | 540-88-5 | 1,1-Dimethylethyl acetate |
| Atorvastatin-040 | - | Methyl (3R)-3-hydroxyhex-5-enoate |
OptimisedRoute 13Steps 3 · Total yield /
Atorvastatin-106—→Atorvastatin-107112100-39-7→Atorvastatin-108130158-22-4→Atorvastatin-109430434-51-8→Atorvastatin-094—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-106 | - | (S)-4-Chloro-3-hydroxybutanoic acid ethyl ester |
| Atorvastatin-107 | 112100-39-7 | Ethyl (3S)-3-hydroxy-4-iodobutanoate |
| Atorvastatin-108 | 130158-22-4 | Ethyl (3S)-3-[[tert-butyl(dimethyl)silyl]oxy]-4-iodobutanoate |
| Atorvastatin-109 | 430434-51-8 | Ethyl (3R)-3-[[tert-butyl(dimethyl)silyl]oxy]hex-5-enoate |
| Atorvastatin-094 | - | Chlorido(ethenyl)magnesium<-fgf->Chloro(vinyl)magnesium<-fgf->Vinylmagnesium chloride |
OptimisedRoute 14Steps 11 · Total yield /
Atorvastatin-1101375257-29-6→Atorvastatin-111—→Atorvastatin-1121375257-24-1→Atorvastatin-11319790-60-4→Atorvastatin-114—→Atorvastatin-1151824037-91-3→Atorvastatin-116—→Atorvastatin-117104713-29-3→Atorvastatin-1181256553-72-6→Atorvastatin-1191824037-92-4→Atorvastatin-1201824037-97-9→Atorvastatin-1211824037-93-5→Atorvastatin-122119146-87-1→Atorvastatin-1231824037-94-6→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-110 | 1375257-29-6 | (4S)-1-[(1R)-1-Phenylethyl]-4-(propan-2-yl)imidazolidin-2-one |
| Atorvastatin-111 | - | Acetic acid chloride |
| Atorvastatin-112 | 1375257-24-1 | (4S)-3-Acetyl-1-[(1R)-1-phenylethyl]-4-(propan-2-yl)imidazolidin-2-one |
| Atorvastatin-113 | 19790-60-4 | 3-Benzyloxy-1-propanal |
| Atorvastatin-114 | - | (3R)-5-(Benzyloxy)-3-[[tert-butyl(dimethyl)silyl]oxy]pentanoic acid |
| Atorvastatin-115 | 1824037-91-3 | (4S)-3-[(3R)-5-(Benzyloxy)-3-hydroxypentanoyl]-4-isopropyl-1-[(1R)-1-phenylethyl]imidazolidin-2-one |
| Atorvastatin-116 | - | (3R)-5-(Benzyloxy)-3-hydroxypentanoic acid |
| Atorvastatin-117 | 104713-29-3 | Methyl (3R)-5-(benzyloxy)-3-hydroxypentanoate |
| Atorvastatin-118 | 1256553-72-6 | Methyl (3R)-5-(benzyloxy)-3-[[tert-butyl(dimethyl)silyl]oxy]pentanoate |
| Atorvastatin-119 | 1824037-92-4 | (4S)-3-[(3R,5R)-7-(Benzyloxy)-5-[[tert-butyl(dimethyl)silyl]oxy]-3-hydroxyheptanoyl]-4-isopropyl-1-[(1R)-1-phenylethyl]imidazolidin-2-one |
| Atorvastatin-120 | 1824037-97-9 | (3R,5R)-7-(Benzyloxy)-5-[[tert-butyl(dimethyl)silyl]oxy]-3-hydroxyheptanoic acid |
| Atorvastatin-121 | 1824037-93-5 | Methyl (3R,5R)-7-(benzyloxy)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]heptanoate |
| Atorvastatin-122 | 119146-87-1 | Methyl (3R,5R)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-7-hydroxyheptanoate |
| Atorvastatin-123 | 1824037-94-6 | Methyl (3R,5R)-7-azido-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]heptanoate |
OptimisedRoute 15Steps 3 · Total yield /
Atorvastatin-124—→Atorvastatin-1251824037-95-7→Atorvastatin-039125995-03-1→Atorvastatin-1231824037-94-6→Atorvastatin-015—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-124 | - | Methyl (3R,5R)-7-amino-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]heptanoate |
| Atorvastatin-125 | 1824037-95-7 | Methyl (3R,5R)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl]heptanoate |
| Atorvastatin-039 | 125995-03-1 | 5-(4-Fluorophenyl)-1-[2-[4(R)-hydroxy-6-oxotetrahydropyran-2(R)-yl]ethyl]-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide |
| Atorvastatin-123 | 1824037-94-6 | Methyl (3R,5R)-7-azido-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]heptanoate |
| Atorvastatin-015 | - | 2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamide |
OptimisedRoute 16Steps 11 · Total yield 25g(Atorvastatin-017)
Atorvastatin-126110-00-9→Atorvastatin-127—→Atorvastatin-12857673-84-8→Atorvastatin-12975-52-5→Atorvastatin-130—→Atorvastatin-131162972-45-4→Atorvastatin-132300720-95-0→Atorvastatin-133675201-91-9→Atorvastatin-134—→Atorvastatin-1351841131-83-6→Atorvastatin-136674-82-8→Atorvastatin-1371841131-84-7→Atorvastatin-13867-64-1→Atorvastatin-1391841131-85-8→Atorvastatin-017—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-126 | 110-00-9Available | 1,4-Epoxy-1,3-butadiene |
| Atorvastatin-127 | - | (2E)-1,1,4,4-Tetramethoxybut-2-ene |
| Atorvastatin-128 | 57673-84-8 | 2,2-Dimethoxyacetaldehyde |
| Atorvastatin-129 | 75-52-5Available | Nitrocarbol |
| Atorvastatin-130 | - | tert-Butyl 4-bromo-3-oxobutanoate |
| Atorvastatin-131 | 162972-45-4 | 1,1-Dimethoxy-3-nitropropan-2-ol |
| Atorvastatin-132 | 300720-95-0 | (1E)-3,3-Dimethoxy-1-nitroprop-1-ene |
| Atorvastatin-133 | 675201-91-9 | (2E)-3-Nitroprop-2-enal |
| Atorvastatin-134 | - | Bromido(4-tert-butoxy-2,4-dioxobutyl)zinc |
| Atorvastatin-135 | 1841131-83-6 | tert-Butyl (5S,6E)-5-hydroxy-7-nitro-3-oxohept-6-enoate |
| Atorvastatin-136 | 674-82-8Available | 4-Methylene-2-oxetanone |
| Atorvastatin-137 | 1841131-84-7 | tert-Butyl (3R,5S,6E)-3,5-dihydroxy-7-nitrohept-6-enoate |
| Atorvastatin-138 | 67-64-1Available | 2-Propanone |
| Atorvastatin-139 | 1841131-85-8 | tert-Butyl [(4R,6S)-2,2-dimethyl-6-[(E)-2-nitroethenyl]-1,3-dioxan-4-yl]acetate |
| Atorvastatin-017 | - | (4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester |
OptimisedRoute 17Steps 15 · Total yield 36.3gAtorvastatin-152)
Atorvastatin-1401783-96-6→Atorvastatin-1414198-33-8→Atorvastatin-142101021-57-2→Atorvastatin-143—→Atorvastatin-1442089224-18-8→Atorvastatin-145—→Atorvastatin-14691285-62-0→Atorvastatin-147204448-48-6→Atorvastatin-1482089224-19-9→Atorvastatin-1492089224-20-2→Atorvastatin-150114861-21-1→Atorvastatin-151106799-15-9→Atorvastatin-1521262052-10-7→Atorvastatin-1532089224-21-3→Atorvastatin-1542089224-22-4→Atorvastatin-1552089224-23-5→Atorvastatin-13867-64-1→Atorvastatin-12975-52-5→Atorvastatin-0943536-96-7→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-140 | 1783-96-6 | (2R)-2-Aminobutanedioic acid |
| Atorvastatin-141 | 4198-33-8 | (2R)-2-Chlorobutanedioic acid |
| Atorvastatin-142 | 101021-57-2 | (2R)-2-Chlorobutane-1,4-diol |
| Atorvastatin-143 | - | 2-[(2S)-Oxiran-2-yl]ethan-1-ol |
| Atorvastatin-144 | 2089224-18-8 | (4S,6S)-4-[2-(Benzyloxy)ethyl]-6-(bromomethyl)-1,3-dioxan-2-one |
| Atorvastatin-145 | - | (2S)-2-[2-(Benzyloxy)ethyl]oxirane |
| Atorvastatin-146 | 91285-62-0 | (3R)-1-(Benzyloxy)hex-5-en-3-ol |
| Atorvastatin-147 | 204448-48-6 | (3R)-1-(Benzyloxy)hex-5-en-3-yl tert-butyl carbonate |
| Atorvastatin-148 | 2089224-19-9 | (4S,6S)-4-[2-(Benzyloxy)ethyl]-6-(bromomethyl)-2,2-dimethyl-1,3-dioxane |
| Atorvastatin-149 | 2089224-20-2 | 6-O-Acetyl-1-O-benzyl-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexitol |
| Atorvastatin-150 | 114861-21-1 | 1-O-Benzyl-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexitol |
| Atorvastatin-151 | 106799-15-9 | 6-O-Benzyl-3,5-dideoxy-2,4-O-(1-methylethylidene)-L-erythro-hexose |
| Atorvastatin-152 | 1262052-10-7 | 2-[(4R,6S)-6-[2-(Benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]ethanamine |
| Atorvastatin-153 | 2089224-21-3 | (6xi)-1-O-Benzyl-2,4,7-trideoxy-3,5-O-(1-methylethylidene)-7-nitro-D-erythro-heptitol |
| Atorvastatin-154 | 2089224-22-4 | (6xi)-6-O-Acetyl-1-O-benzyl-2,4,7-trideoxy-3,5-O-(1-methylethylidene)-7-nitro-D-erythro-heptitol |
| Atorvastatin-155 | 2089224-23-5 | (4S,6R)-4-[2-(Benzyloxy)ethyl]-2,2-dimethyl-6-(2-nitroethyl)-1,3-dioxane |
| Atorvastatin-138 | 67-64-1Available | 2-Propanone |
| Atorvastatin-129 | 75-52-5Available | Nitrocarbol |
| Atorvastatin-094 | 3536-96-7 | Chlorido(ethenyl)magnesium |
OptimisedRoute 18Steps 5 · Total yield /
Atorvastatin-1561116-98-9→Atorvastatin-157106-95-6→Atorvastatin-1582770108-45-5→Atorvastatin-159554432-27-8→Atorvastatin-1601660128-90-4→Atorvastatin-161—→Atorvastatin-162—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-156 | 1116-98-9 | 1,1-Dimethylethyl cyanoacetate |
| Atorvastatin-157 | 106-95-6Available | 1-Bromo-2-propene |
| Atorvastatin-158 | 2770108-45-5 | tert-Butyl 3-oxohex-5-enoate |
| Atorvastatin-159 | 554432-27-8 | tert-Butyl (3R)-3-hydroxyhex-5-enoate |
| Atorvastatin-160 | 1660128-90-4 | tert-Butyl [(4R,6S)-6-(bromomethyl)-2-oxo-1,3-dioxan-4-yl]acetate |
| Atorvastatin-161 | - | [(4S,6R)-6-[2-(tert-Butoxy)-2-oxoethyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl acetate |
| Atorvastatin-162 | - | (4R,6S)-6-Hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetic Acid 1,1-dimethylethyl ester |
OptimisedRoute 19Steps 6 · Total yield 206.7g(Atorvastatin-161)
Atorvastatin-16386728-85-0→Atorvastatin-164—→Atorvastatin-165—→Atorvastatin-166154026-93-4→Atorvastatin-167154026-94-5→Atorvastatin-161—→Atorvastatin-005540-88-5→Atorvastatin-08377-76-9→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-163 | 86728-85-0 | Methyl (3S)-4-chloro-3-hydroxybutanoate |
| Atorvastatin-164 | - | Methyl (3S)-4-chloro-3-[(trimethylsilyl)oxy]butanoate |
| Atorvastatin-165 | - | (3S)-4-Chloro-3-[(trimethylsilyl)oxy]butanal |
| Atorvastatin-166 | 154026-93-4 | tert-Butyl (3R,5S)-6-chloro-3,5-dihydroxyhexanoate |
| Atorvastatin-167 | 154026-94-5 | tert-Butyl [(4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate |
| Atorvastatin-161 | - | [(4S,6R)-6-[2-(tert-Butoxy)-2-oxoethyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl acetate |
| Atorvastatin-005 | 540-88-5 | 1,1-Dimethylethyl acetate |
| Atorvastatin-083 | 77-76-9Available | 1-Methoxy-1-methylethyl methyl ether |
OptimisedRoute 20Steps 1 · Total yield 57g(Atorvastatin-169)
Atorvastatin-16884367-31-7→Atorvastatin-169—→API · Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril
| Code | CAS No. | Intermediate |
|---|
| Atorvastatin-168 | 84367-31-7 | (R)-(+)-4-Chloro-3-hydroxybutyronitrile |
| Atorvastatin-169 | - | tert-Butyl [(3R)-4-chloro-3-hydroxybutyl]carbamate |