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CAS 51594-55-9
(2R)-2-(Chloromethyl)oxirane(R)-2-(chloromethyl)oxirane(R)-(-)-2-(Chloromethyl)oxirane
Codes: Atorvastatin-079, LEVO-004, Timolol Maleate-010, LINE-021
Application context (from source-drug indications)
Cardiac and vascular disordersAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHypertensionAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHyperlipidaemiaAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHeart diseaseAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilMajor depressive disorderLevomilnacipran HydrochlorideIschaemic strokeLevomilnacipran HydrochlorideDepressionLevomilnacipran HydrochlorideHyperlipidaemiaAtorvastatin strontiumSubarachnoid haemorrhageAtorvastatin strontiumHypertensionAtorvastatin strontiumOcular hypertensionBrimonidine Tartrate/Timolol MaleateGlaucomaBrimonidine Tartrate/Timolol MaleateOcular hypertensionBimatoprost/Timolol MaleateOpen-angle glaucomaBimatoprost/Timolol MaleateGlaucomaBimatoprost/Timolol MaleateOcular hypertensionTimolol MaleateGlaucomaTimolol MaleateOpen-angle glaucomaTimolol MaleateTrauma and injuryTimolol MaleateHypertensionTimolol MaleateMigraineTimolol Maleate非复杂性皮肤和皮肤结构感染LinezolidPneumoniaLinezolidComplicated skin and skin structure infectionLinezolidBacteraemiaLinezolidBacterial infectionLinezolidHealthcare-associated pneumoniaLinezolid
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril | Tier C — Watch / trade | - |
| Levomilnacipran Hydrochloride | Tier C — Watch / trade | - |
| Atorvastatin strontium | Tier C — Watch / trade | - |
| Brimonidine Tartrate/Timolol Maleate | Tier C — Watch / trade | - |
| Bimatoprost/Timolol Maleate | Tier C — Watch / trade | - |
| Timolol Maleate | Tier C — Watch / trade | - |
| Linezolid | Tier B — Position early | - |
Position in synthesis routes (up/downstream chain)
Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 15total yield: 3.83g(Atorvastatin-017)
(3R)-3-Hydroxyhex-5-enenitrile→Chlorido(ethenyl)magnesium→(2R)-1-Chloropent-4-en-2-ol→(3R)-3-[(Trimethylsilyl)oxy]hex-5-enenitrile→tert-Butyl (5R)-5-hydroxy-3-oxooct-7-enoate→tert-Butyl [(4R,6R)-6-[(2E)-2-(hydroxyimino)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl (3R,5R)-3,5-dihydroxyoct-7-enoate→tert-Butyl [(4R,6R)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl [(4R,6S)-2,2-dimethyl-6-(2-oxoethyl)-1,3-dioxan-4-yl]acetate→Hydroxylamine hydrochloric acid→(4R)-2,2-Dimethyl-6beta-(2-hydroxyethyl)-1,3-dioxane-4beta-acetic acid tert-butyl ester→tert-Butyl [(4R,6R)-6-[2-[(methanesulfonyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl [(4R,6R)-6-(2-azidoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate→(2R)-2-(Chloromethyl)oxirane→1-Methoxy-1-methylethyl methyl ether→1,1-Dimethylethyl monobromoacetate→(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester→1,1-Dimethylethyl acetate→Methyl (3R)-3-hydroxyhex-5-enoate
(R)-2-(chloromethyl)oxirane→2-phenylacetonitrile→(1S,2R)-2-(hydroxymethyl)-1-phenylcyclopropanecarbonitrile→(1S,2R)-2-(hydroxymethyl)-1-phenylcyclopropanecarboxylic acid→(1S,5R)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one→(1S,2R)-N,N-diethyl-2-(hydroxymethyl)-1-phenylcyclopropanecarboxamide→(1S,2R)-2-(chloromethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide→potassium 1,3-dioxoisoindolin-2-ide→(1S,2R)-2-((1,3-dioxoisoindolin-2-yl)methyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide
(3R)-3-Hydroxyhex-5-enenitrile→Chlorido(ethenyl)magnesium→(2R)-1-Chloropent-4-en-2-ol→(3R)-3-[(Trimethylsilyl)oxy]hex-5-enenitrile→tert-Butyl (5R)-5-hydroxy-3-oxooct-7-enoate→tert-Butyl [(4R,6R)-6-[(2E)-2-(hydroxyimino)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl (3R,5R)-3,5-dihydroxyoct-7-enoate→tert-Butyl [(4R,6R)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl [(4R,6S)-2,2-dimethyl-6-(2-oxoethyl)-1,3-dioxan-4-yl]acetate→Hydroxylamine hydrochloric acid→(4R)-2,2-Dimethyl-6beta-(2-hydroxyethyl)-1,3-dioxane-4beta-acetic acid tert-butyl ester→tert-Butyl [(4R,6R)-6-[2-[(methanesulfonyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl [(4R,6R)-6-(2-azidoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate→(2R)-2-(Chloromethyl)oxirane→1-Methoxy-1-methylethyl methyl ether→1,1-Dimethylethyl monobromoacetate→(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester→1,1-Dimethylethyl acetate→Methyl (3R)-3-hydroxyhex-5-enoate
2-(Chloromethyl)oxirane→(R)-(-)-2-(Chloromethyl)oxirane→3-Chloropropane-1,2(S)-diol→4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol→(2R)-1-Chloro-3-[[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol→4-[4-[(2S)-Oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl]morpholine→Sodium 4-(morpholin-4-yl)-1,2,5-thiadiazol-3-olate→(2S)-3-[[4-(Morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propane-1,2-diol→2-Methylpropan-2-amine→(S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol
2-(Chloromethyl)oxirane→(R)-(-)-2-(Chloromethyl)oxirane→3-Chloropropane-1,2(S)-diol→4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol→(2R)-1-Chloro-3-[[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol→4-[4-[(2S)-Oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl]morpholine→Sodium 4-(morpholin-4-yl)-1,2,5-thiadiazol-3-olate→(2S)-3-[[4-(Morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propane-1,2-diol→2-Methylpropan-2-amine→(S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol
2-(Chloromethyl)oxirane→(R)-(-)-2-(Chloromethyl)oxirane→3-Chloropropane-1,2(S)-diol→4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol→(2R)-1-Chloro-3-[[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol→4-[4-[(2S)-Oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl]morpholine→Sodium 4-(morpholin-4-yl)-1,2,5-thiadiazol-3-olate→(2S)-3-[[4-(Morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propane-1,2-diol→2-Methylpropan-2-amine→(S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol
1,2-difluoro-4-nitrobenzene→morpholine→4-(2-fluoro-4-nitrophenyl)morpholine→3-fluoro-4-morpholinoaniline→(R)-5-(azidomethyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one→4-(2-fluoro-4-isocyanatophenyl)morpholine→(R)-2-(chloromethyl)oxirane→(R)-5-(chloromethyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one
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