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CAS 100-52-7
benzaldehydeBenzaldehydeBitter almond
Codes: RIVA-031, MIRA-012, ENCO-001, (VII)101438-5-a, (II)101438-10-a, (I)101438-13-a, (IX)101438-62-a, (I)101438-70-a, BENV-011, Enalapril-049, Atorvastatin-042, Tamsulosin Hydrochloride-020 +6 more
Application context (from source-drug indications)
Pulmonary embolismRivaroxabanStrokeRivaroxabanCongenital heart defectRivaroxabanThrombosisRivaroxabanVenous thromboembolismRivaroxabanCoronary artery diseaseRivaroxabanNeurogenic bladder dysfunctionMirabegronOveractive bladderMirabegronNon-small cell lung cancerEncorafenibColorectal cancerEncorafenibThyroid cancerEncorafenibMelanomaEncorafenibBreast cancerPaclitaxel/Encequidar mesylateAdenocarcinomaPaclitaxel/Encequidar mesylateAngiosarcomaPaclitaxel/Encequidar mesylateSolid tumourPaclitaxel/Encequidar mesylatePlaque psoriasisBenvitimodAtopic dermatitisBenvitimodPsoriasisBenvitimodCutaneous T-cell lymphomaBenvitimodMycosis fungoidesBenvitimodMeleda diseaseBenvitimodCardiac and vascular disordersAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHypertensionAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHyperlipidaemiaAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHeart diseaseAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilErectile dysfunctionTadalafil/TamsulosinBenign prostatic hyperplasiaTadalafil/TamsulosinBladder cancerDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Head and neck cancerDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Head and neck squamous cell carcinomaDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Solid tumourDocetaxel polymeric micelle (Samyang Biopharmaceuticals)HypotensionEphedrine SulfateLower urinary tract symptomsSolifenacin Succinate/Tamsulosin HydrochlorideBenign prostatic hyperplasiaSolifenacin Succinate/Tamsulosin HydrochlorideOveractive bladderSolifenacin Succinate/Tamsulosin HydrochlorideDrug-related adverse effects and reactionsSolifenacin Succinate/Tamsulosin HydrochlorideBladder neck obstructionSolifenacin Succinate/Tamsulosin HydrochlorideOsteoporosisIbandronate Sodium Hydrate/ColecalciferolBenign prostatic hyperplasiaDutasteride/Tamsulosin HydrochlorideEssential hypertensionEnalapril Maleate/Folic AcidHyperlipidaemiaAtorvastatin strontiumSubarachnoid haemorrhageAtorvastatin strontiumHypertensionAtorvastatin strontiumBenign prostatic hyperplasiaTamsulosin HydrochlorideUrinary tract infectionTamsulosin HydrochlorideUrinary retentionTamsulosin HydrochlorideInguinal herniaTamsulosin HydrochlorideVoiding dysfunctionTamsulosin HydrochlorideLower urinary tract symptomsTamsulosin HydrochlorideHeart failureEnalapril MaleateHypertensionEnalapril MaleateMyocardial infarctionEnalapril MaleateAngina pectorisEnalapril MaleateLeft ventricular dysfunctionEnalapril MaleateSolid tumourEnalapril MaleatePancreatic cancerPaclitaxelNon-small cell lung cancerPaclitaxelHodgkin's diseasePaclitaxelSeminomaPaclitaxelOvarian cancerPaclitaxelBreast cancerPaclitaxelOsteoporosisIbandronate Sodium HydratePostmenopausal osteoporosisIbandronate Sodium HydrateHypercalcaemiaIbandronate Sodium HydrateBone injuryIbandronate Sodium HydrateBreast cancerIbandronate Sodium HydrateMetastatic cancerIbandronate Sodium HydrateNon-small cell lung cancerDocetaxel （Beihai）Prostate cancerDocetaxel （Beihai）Castration-resistant prostate cancerDocetaxel （Beihai）Breast cancerDocetaxel （Beihai）Head and neck cancerDocetaxel （Beihai）Head and neck squamous cell carcinomaDocetaxel （Beihai）Type 2 diabetesMitiglinideDiabetesMitiglinide
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Rivaroxaban | Tier A — Act now | 2026 |
| Mirabegron | Tier B — Position early | 2029 |
| Encorafenib | Tier C — Watch / trade | 2030 |
| Paclitaxel/Encequidar mesylate | Tier C — Watch / trade | - |
| Benvitimod | Tier C — Watch / trade | - |
| Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril | Tier C — Watch / trade | - |
| Tadalafil/Tamsulosin | Tier C — Watch / trade | - |
| Docetaxel polymeric micelle (Samyang Biopharmaceuticals) | Tier C — Watch / trade | - |
| Ephedrine Sulfate | Tier C — Watch / trade | - |
| Solifenacin Succinate/Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Ibandronate Sodium Hydrate/Colecalciferol | Tier C — Watch / trade | - |
| Dutasteride/Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Enalapril Maleate/Folic Acid | Tier C — Watch / trade | - |
| Atorvastatin strontium | Tier C — Watch / trade | - |
| Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Enalapril Maleate | Tier C — Watch / trade | - |
| Paclitaxel | Tier B — Position early | - |
| Ibandronate Sodium Hydrate | Tier C — Watch / trade | - |
| Docetaxel （Beihai） | Tier C — Watch / trade | - |
| Mitiglinide | Tier C — Watch / trade | - |
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.
5-chlorothiophene-2-carbonyl chloride→benzyl (4-(3-oxomorpholino)phenyl)carbamate→(S)-2-(chloromethyl)oxirane→benzaldehyde→(S,E)-1-(benzylideneamino)-3-chloropropan-2-ol→(S)-1-amino-3-chloropropan-2-ol hydrochloride→(S)-5-chloro-N-(3-chloro-2-hydroxypropyl)thiophene-2-carboxamide→(S)-1-chloro-3-(5-chlorothiophene-2-carboxamido)propan-2-yl acetate
benzaldehyde→isopropylhydrazine hydrochloride→(E)-1-benzylidene-2-isopropylhydrazine→2-(ethoxymethylene)malononitrile→(E)-2-((2-benzylidene-1-isopropylhydrazinyl)methylene)malononitrile→3-amino-1-isopropyl-1H-pyrazole-4-carbonitrile→1-(3-amino-1-isopropyl-1H-pyrazol-4-yl)ethan-1-one→1-(3-iodo-1-isopropyl-1H-pyrazol-4-yl)ethan-1-one→(Z)-3-(dimethylamino)-1-(3-iodo-1-isopropyl-1H-pyrazol-4-yl)prop-2-en-1-one→guanidine hydrochloride→4-(3-iodo-1-isopropyl-1H-pyrazol-4-yl)pyrimidin-2-amine→4-(3-iodo-1-isopropyl-1H-pyrazol-4-yl)pyrimidin-2-ol→2-chloro-4-(3-iodo-1-isopropyl-1H-pyrazol-4-yl)pyrimidine→methyl (S)-(1-aminopropan-2-yl)carbamate hydrochloride→methyl (S)-(1-((4-(3-iodo-1-isopropyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)propan-2-yl)carbamate→tert-butyl (5-chloro-2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate→methyl (S)-(1-((4-(3-(3-((tert-butoxycarbonyl)amino)-5-chloro-2-fluorophenyl)-1-isopropyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)propan-2-yl)carbamate→methyl (S)-(1-((4-(3-(3-amino-5-chloro-2-fluorophenyl)-1-isopropyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)propan-2-yl)carbamate→methyl (S)-(1-((4-(3-(5-chloro-2-fluoro-3-(N-(methylsulfonyl)methylsulfonamido)phenyl)-1-isopropyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)propan-2-yl)carbamate→2-bromo-4-chloro-1-fluorobenzene→3-bromo-5-chloro-2-fluorobenzoic acid→tert-butyl (3-bromo-5-chloro-2-fluorophenyl)carbamate→4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane)
(1S,2R)-2-phenylcyclohexan-1-ol→2-(Benzyloxy)acetyl chloride→(1S,2R)-2-phenylcyclohexyl 2-(benzyloxy)acetate→(1S,2R)-2-phenylcyclohexyl 2-hydroxyacetate→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→(1S,2R)-2-phenylcyclohexyl 2-[(triisopropylsilyl)oxy]acetate→1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine→Benzaldehyde→(3R,4S)-4-Phenyl-3-{[tris(propan-2-yl)silyl]oxy}azetidin-2-one→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→alpha-Chlorobenzaldehyde→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-phenylazetidin-2-one→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Diacetoxy-13-[[(2R,3S)-3-(benzoylamino)-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-7-[(triethylsilyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate
(4S,5R)-3-(2-bromoacetyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one→Benzaldehyde→(4S,5R)-3-[(2S,3R)-2-bromo-3-hydroxy-3-phenylpropanoyl]-4-methyl-5-phenyl-1,3-oxazolidin-2-one→Ethyl (2R,3R)-3-phenyloxirane-2-carboxylate→(4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid→Ethyl (2R,3S)-3-azido-2-hydroxy-3-phenylpropanoate→Ethyl (2R,3S)-3-amino-2-hydroxy-3-phenylpropanoate→Ethyl (2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoate→3-tert-butyl 5-ethyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1,13-dihydroxy-9-oxo-7-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate→5-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1-hydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate
(3R,4S)-4-Phenyl-3-[(triethylsilyl)oxy]azetidin-2-one→(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→1-Amino-4-methoxybenzene→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-phenylazetidin-2-one→alpha-Chlorobenzaldehyde→Benzaldehyde→cis-1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→cis-2-Oxo-4-phenylazetidin-3-yl acetate→(3R,4S)-1-Benzoyl-4-phenyl-3-(triethylsiloxy)azetidin-2-one→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1-hydroxy-9-oxo-13-([(2R,3S)-3-phenyl-3-[(phenylcarbonyl)amino]-2-[(triethylsilyl)oxy]propanoyl]oxy)-7-[(triethylsilyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Diacetoxy-13-[[(2R,3S)-3-(benzoylamino)-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-7-[(triethylsilyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate
Dihydroxyacetic acid→4-Methylbenzenesulfonhydrazide→(2E)-[2-(4-Methylbenzene-1-sulfonyl)hydrazinylidene]acetic acid→(2E)-[2-(4-Methylbenzene-1-sulfonyl)hydrazinylidene]acetyl chloride→Benzaldehyde→1-Hydroxy-2,5-pyrrolidinedione→2,5-Dioxopyrrolidin-1-yl 2-diazoacetate→1-Aminobutane→N-Butyl-2-diazoacetamide→(2R,3R)-N-Butyl-3-phenyloxirane-2-carboxamide→tert-Butyl butyl[(2R,3R)-3-phenyloxirane-2-carbonyl]carbamate→Ethyl (2R,3R)-3-phenyloxirane-2-carboxylate→Ethyl (2R,3S)-3-azido-2-hydroxy-3-phenylpropanoate→alpha-Chlorobenzaldehyde→(1S,2R)-1-Azido-3-ethoxy-3-oxo-1-phenylpropan-2-yl benzoate→Ethyl (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoate
Benzaldehyde→1-Amino-4-methoxybenzene→(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→(3R,4S)-1-(4-Methoxyphenyl)-4-phenyl-3-[[tri(propan-2-yl)silyl]oxy]azetidin-2-one→1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→3-Hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one→1-(4-Methoxyphenyl)-4-phenylazetidine-2,3-dione→(+)-3-Hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one→(3R,4S)-4-Phenyl-3-{[tris(propan-2-yl)silyl]oxy}azetidin-2-one→alpha-Chlorobenzaldehyde→(3R,4S)-1-Benzoyl-4-phenyl-3-[[tri(propan-2-yl)silyl]oxy]azetidin-2-one
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 4total yield: 3.28g(Enalapril-054)
Bitter almond→2-Oxopropionic acid→Potassium (3E)-2-oxo-4-phenylbut-3-enoate→(2R,3E)-2-Hydroxy-4-phenylbut-3-enoic acid→2(R)-Hydroxy-4-phenylbutyric acid→Ethyl (R)-(-)-2-hydroxy-4-phenylbutyrate
(3E)-2-Oxo-4-phenylbut-3-enoic acid→2-Methylpropan-2-amine→2-Methylpropan-2-amine hydrogen chloride→3(E)-N-(tert-Butyl)-2-oxo-4-phenylbutenamide→(2S,3E)-N-tert-Butyl-2-hydroxy-4-phenylbut-3-enamide→(2S)-N-tert-Butyl-2-hydroxy-4-phenylbutanamide→(2S)-2-Hydroxy-4-phenylbutanoic acid→Ethyl 2(S)-hydroxy-4-phenylbutyrate→Benzaldehyde→2-Oxopropanoic acid→Non-denatured ethanol
4-Methyl-3-oxopentanoic acid methyl ester→4-Methyl-3-oxopentanoic acid 4-methoxybenzyl ester→Benzaldehyde→2-Benzylidene-4-methyl-3-oxopentanoic acid 4-methoxybenzyl ester→1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-hydroxypentyl]-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid→(4-Fluorophenyl)methanone→2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid 4-methoxybenzyl ester→5-Amino-3(R)-[tert-butyl(dimethyl)silyloxy]pentan-1-ol→1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-hydroxypentyl]-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid 4-methoxybenzyl ester→Aminobenzene→1-[3(R)-[tert-butyl(dimethyl)silyloxy]-5-hydroxypentyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide→1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-oxopentyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide
5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→Benzaldehyde→4-Methoxybenzaldehyde→4-Formylphenol→(4-Fluorophenyl)methanone→2-methoxy-5-[(2R)-2-[(E)-(phenylmethylidene)amino]propyl]benzene-1-sulfonamide→2-Methoxy-5-[(2R)-2-[(E)-[(4-methoxyphenyl)methylidene]amino]propyl]benzene-1-sulfonamide→5-[(2R)-2-[(E)-[(4-Hydroxyphenyl)methylidene]amino]propyl]-2-methoxybenzene-1-sulfonamide→5-[(2R)-2-[(E)-[(4-Fluorophenyl)methylidene]amino]propyl]-2-methoxybenzene-1-sulfonamide→1-ethoxy-2-(2-iodoethoxy)benzene→(E)-[2-(2-ethoxyphenoxy)ethyl][(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl](phenylmethylidene)azanium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-methoxyphenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-hydroxyphenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-fluorophenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
Benzaldehyde→N-[(Z)-Phenylmethylidene]carbamic acid tert-butyl ester→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→3(R)-(Acetoxy)-2-oxo-4(S)-phenylazetidine-1-carboxylic acid tert-butyl ester→2-Oxo-4(S)-phenyl-3(R)-(trimethylsilyloxy)azetidine-1-carboxylic acid tert-butyl ester
Benzaldehyde→1-Hydroxyacetone→(3R,4S)-3-Hydroxy-4-[(4-methoxyphenyl)amino]-4-phenylbutan-2-one→(4S,5R)-5-Acetyl-3-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidin-2-one→(4S,5R)-5-Acetyl-4-phenyl-1,3-oxazolidin-2-one→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→(2R,3S)-3-Phenylisoserine methyl ester→Bis(1,1-dimethylethyl) dicarbonoate→3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester→4-(Methyloxy)benzaldehyde→2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-methyl diester→(4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid→Benzoic acid (2alpha,5beta,7beta,9beta,10beta,13alpha)-4,10-diacetoxy-1,9,13-trihydroxy-7-[methyl(diphenyl)silyloxy]-5,20-epoxytax-11-en-2-yl ester→2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-[(2aR,4S,4aR,5S,6R,9S,11S,12S,12aR,12bS)-6,12b-diacetoxy-12-(benzoyloxy)-5,11-dihydroxy-4a,8,13,13-tetramethyl-4-[methyl(diphenyl)silyloxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-9-yl] diester
Benzaldehyde→1-Amino-4-methoxybenzene→2-Hydroxy-1-phenylethanone→2-Hydroxyacetic acid methyl ester→(2R,3S)-2-Hydroxy-3-[(4-methoxyphenyl)amino]-1,3-diphenylpropan-1-one→Methyl (2R,3S)-2-hydroxy-3-[(4-methoxyphenyl)amino]-3-phenylpropanoate→(2R,3S)-3-Phenylisoserine methyl ester→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid methyl ester hydrochloride→(4S,5R)-3-(4-Methoxyphenyl)-4-phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one→Methyl (4S,5R)-3-(4-methoxyphenyl)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→(4S,5R)-4-Phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one→Methyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→Phenyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→Bis(1,1-dimethylethyl) dicarbonoate→3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester→Methyl (2R,3S)-2-hydroxy-3-phenyl-3-[[(1S)-1-phenylethyl]amino]propanoate
Ethyl phenyl ketone→1-Phenylpropane-1,2-dione 2-oxime→(1R,2E)-2-(Hydroxyimino)-1-phenylpropan-1-ol→(1R)-1-Hydroxy-1-phenylpropan-2-one→Methylamine→(-)-2(S)-(Methylamino)-1(R)-phenylpropan-1-ol→Benzaldehyde→2-Oxopropionic acid
Solifenacin Succinate/Tamsulosin HydrochlorideOptimised routesteps: 4total yield: 18g(Tamsulosin Hydrochloride (API))
5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→Benzaldehyde→4-Methoxybenzaldehyde→4-Formylphenol→(4-Fluorophenyl)methanone→2-methoxy-5-[(2R)-2-[(E)-(phenylmethylidene)amino]propyl]benzene-1-sulfonamide→2-Methoxy-5-[(2R)-2-[(E)-[(4-methoxyphenyl)methylidene]amino]propyl]benzene-1-sulfonamide→5-[(2R)-2-[(E)-[(4-Hydroxyphenyl)methylidene]amino]propyl]-2-methoxybenzene-1-sulfonamide→5-[(2R)-2-[(E)-[(4-Fluorophenyl)methylidene]amino]propyl]-2-methoxybenzene-1-sulfonamide→1-ethoxy-2-(2-iodoethoxy)benzene→(E)-[2-(2-ethoxyphenoxy)ethyl][(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl](phenylmethylidene)azanium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-methoxyphenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-hydroxyphenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-fluorophenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
Dutasteride/Tamsulosin HydrochlorideOptimised routesteps: 4total yield: 18g(Tamsulosin Hydrochloride (API))
5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→Benzaldehyde→4-Methoxybenzaldehyde→4-Formylphenol→(4-Fluorophenyl)methanone→2-methoxy-5-[(2R)-2-[(E)-(phenylmethylidene)amino]propyl]benzene-1-sulfonamide→2-Methoxy-5-[(2R)-2-[(E)-[(4-methoxyphenyl)methylidene]amino]propyl]benzene-1-sulfonamide→5-[(2R)-2-[(E)-[(4-Hydroxyphenyl)methylidene]amino]propyl]-2-methoxybenzene-1-sulfonamide→5-[(2R)-2-[(E)-[(4-Fluorophenyl)methylidene]amino]propyl]-2-methoxybenzene-1-sulfonamide→1-ethoxy-2-(2-iodoethoxy)benzene→(E)-[2-(2-ethoxyphenoxy)ethyl][(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl](phenylmethylidene)azanium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-methoxyphenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-hydroxyphenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-fluorophenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
Bitter almond→2-Oxopropionic acid→Potassium (3E)-2-oxo-4-phenylbut-3-enoate→(2R,3E)-2-Hydroxy-4-phenylbut-3-enoic acid→2(R)-Hydroxy-4-phenylbutyric acid→Ethyl (R)-(-)-2-hydroxy-4-phenylbutyrate
(3E)-2-Oxo-4-phenylbut-3-enoic acid→2-Methylpropan-2-amine→2-Methylpropan-2-amine hydrogen chloride→3(E)-N-(tert-Butyl)-2-oxo-4-phenylbutenamide→(2S,3E)-N-tert-Butyl-2-hydroxy-4-phenylbut-3-enamide→(2S)-N-tert-Butyl-2-hydroxy-4-phenylbutanamide→(2S)-2-Hydroxy-4-phenylbutanoic acid→Ethyl 2(S)-hydroxy-4-phenylbutyrate→Benzaldehyde→2-Oxopropanoic acid→Non-denatured ethanol
4-Methyl-3-oxopentanoic acid methyl ester→4-Methyl-3-oxopentanoic acid 4-methoxybenzyl ester→Benzaldehyde→2-Benzylidene-4-methyl-3-oxopentanoic acid 4-methoxybenzyl ester→1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-hydroxypentyl]-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid→(4-Fluorophenyl)methanone→2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid 4-methoxybenzyl ester→5-Amino-3(R)-[tert-butyl(dimethyl)silyloxy]pentan-1-ol→1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-hydroxypentyl]-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid 4-methoxybenzyl ester→Aminobenzene→1-[3(R)-[tert-butyl(dimethyl)silyloxy]-5-hydroxypentyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide→1-[3(R)-[tert-Butyl(dimethyl)silyloxy]-5-oxopentyl]-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide
5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→Benzaldehyde→4-Methoxybenzaldehyde→4-Formylphenol→(4-Fluorophenyl)methanone→2-methoxy-5-[(2R)-2-[(E)-(phenylmethylidene)amino]propyl]benzene-1-sulfonamide→2-Methoxy-5-[(2R)-2-[(E)-[(4-methoxyphenyl)methylidene]amino]propyl]benzene-1-sulfonamide→5-[(2R)-2-[(E)-[(4-Hydroxyphenyl)methylidene]amino]propyl]-2-methoxybenzene-1-sulfonamide→5-[(2R)-2-[(E)-[(4-Fluorophenyl)methylidene]amino]propyl]-2-methoxybenzene-1-sulfonamide→1-ethoxy-2-(2-iodoethoxy)benzene→(E)-[2-(2-ethoxyphenoxy)ethyl][(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl](phenylmethylidene)azanium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-methoxyphenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-hydroxyphenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(2R)-N-[2-(2-Ethoxyphenoxy)ethyl]-N-[(E)-(4-fluorophenyl)methylidene]-1-(4-methoxy-3-sulfamoylphenyl)propan-2-iminium iodide→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
Bitter almond→2-Oxopropionic acid→Potassium (3E)-2-oxo-4-phenylbut-3-enoate→(2R,3E)-2-Hydroxy-4-phenylbut-3-enoic acid→2(R)-Hydroxy-4-phenylbutyric acid→Ethyl (R)-(-)-2-hydroxy-4-phenylbutyrate
(3E)-2-Oxo-4-phenylbut-3-enoic acid→2-Methylpropan-2-amine→2-Methylpropan-2-amine hydrogen chloride→3(E)-N-(tert-Butyl)-2-oxo-4-phenylbutenamide→(2S,3E)-N-tert-Butyl-2-hydroxy-4-phenylbut-3-enamide→(2S)-N-tert-Butyl-2-hydroxy-4-phenylbutanamide→(2S)-2-Hydroxy-4-phenylbutanoic acid→Ethyl 2(S)-hydroxy-4-phenylbutyrate→Benzaldehyde→2-Oxopropanoic acid→Non-denatured ethanol
(1S,2R)-2-phenylcyclohexan-1-ol→2-(Benzyloxy)acetyl chloride→(1S,2R)-2-phenylcyclohexyl 2-(benzyloxy)acetate→(1S,2R)-2-phenylcyclohexyl 2-hydroxyacetate→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→(1S,2R)-2-phenylcyclohexyl 2-[(triisopropylsilyl)oxy]acetate→1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine→Benzaldehyde→(3R,4S)-4-Phenyl-3-{[tris(propan-2-yl)silyl]oxy}azetidin-2-one→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→alpha-Chlorobenzaldehyde→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-phenylazetidin-2-one→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Diacetoxy-13-[[(2R,3S)-3-(benzoylamino)-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-7-[(triethylsilyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate
(4S,5R)-3-(2-bromoacetyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one→Benzaldehyde→(4S,5R)-3-[(2S,3R)-2-bromo-3-hydroxy-3-phenylpropanoyl]-4-methyl-5-phenyl-1,3-oxazolidin-2-one→Ethyl (2R,3R)-3-phenyloxirane-2-carboxylate→(4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid→Ethyl (2R,3S)-3-azido-2-hydroxy-3-phenylpropanoate→Ethyl (2R,3S)-3-amino-2-hydroxy-3-phenylpropanoate→Ethyl (2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoate→3-tert-butyl 5-ethyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1,13-dihydroxy-9-oxo-7-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate→5-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1-hydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate
(3R,4S)-4-Phenyl-3-[(triethylsilyl)oxy]azetidin-2-one→(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→1-Amino-4-methoxybenzene→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-phenylazetidin-2-one→alpha-Chlorobenzaldehyde→Benzaldehyde→cis-1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→cis-2-Oxo-4-phenylazetidin-3-yl acetate→(3R,4S)-1-Benzoyl-4-phenyl-3-(triethylsiloxy)azetidin-2-one→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1-hydroxy-9-oxo-13-([(2R,3S)-3-phenyl-3-[(phenylcarbonyl)amino]-2-[(triethylsilyl)oxy]propanoyl]oxy)-7-[(triethylsilyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Diacetoxy-13-[[(2R,3S)-3-(benzoylamino)-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-7-[(triethylsilyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate
Dihydroxyacetic acid→4-Methylbenzenesulfonhydrazide→(2E)-[2-(4-Methylbenzene-1-sulfonyl)hydrazinylidene]acetic acid→(2E)-[2-(4-Methylbenzene-1-sulfonyl)hydrazinylidene]acetyl chloride→Benzaldehyde→1-Hydroxy-2,5-pyrrolidinedione→2,5-Dioxopyrrolidin-1-yl 2-diazoacetate→1-Aminobutane→N-Butyl-2-diazoacetamide→(2R,3R)-N-Butyl-3-phenyloxirane-2-carboxamide→tert-Butyl butyl[(2R,3R)-3-phenyloxirane-2-carbonyl]carbamate→Ethyl (2R,3R)-3-phenyloxirane-2-carboxylate→Ethyl (2R,3S)-3-azido-2-hydroxy-3-phenylpropanoate→alpha-Chlorobenzaldehyde→(1S,2R)-1-Azido-3-ethoxy-3-oxo-1-phenylpropan-2-yl benzoate→Ethyl (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoate
Benzaldehyde→1-Amino-4-methoxybenzene→(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→(3R,4S)-1-(4-Methoxyphenyl)-4-phenyl-3-[[tri(propan-2-yl)silyl]oxy]azetidin-2-one→1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→3-Hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one→1-(4-Methoxyphenyl)-4-phenylazetidine-2,3-dione→(+)-3-Hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one→(3R,4S)-4-Phenyl-3-{[tris(propan-2-yl)silyl]oxy}azetidin-2-one→alpha-Chlorobenzaldehyde→(3R,4S)-1-Benzoyl-4-phenyl-3-[[tri(propan-2-yl)silyl]oxy]azetidin-2-one
Benzaldehyde→N-[(Z)-Phenylmethylidene]carbamic acid tert-butyl ester→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→3(R)-(Acetoxy)-2-oxo-4(S)-phenylazetidine-1-carboxylic acid tert-butyl ester→2-Oxo-4(S)-phenyl-3(R)-(trimethylsilyloxy)azetidine-1-carboxylic acid tert-butyl ester
Benzaldehyde→1-Hydroxyacetone→(3R,4S)-3-Hydroxy-4-[(4-methoxyphenyl)amino]-4-phenylbutan-2-one→(4S,5R)-5-Acetyl-3-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidin-2-one→(4S,5R)-5-Acetyl-4-phenyl-1,3-oxazolidin-2-one→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→(2R,3S)-3-Phenylisoserine methyl ester→Bis(1,1-dimethylethyl) dicarbonoate→3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester→4-(Methyloxy)benzaldehyde→2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-methyl diester→(4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid→Benzoic acid (2alpha,5beta,7beta,9beta,10beta,13alpha)-4,10-diacetoxy-1,9,13-trihydroxy-7-[methyl(diphenyl)silyloxy]-5,20-epoxytax-11-en-2-yl ester→2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-[(2aR,4S,4aR,5S,6R,9S,11S,12S,12aR,12bS)-6,12b-diacetoxy-12-(benzoyloxy)-5,11-dihydroxy-4a,8,13,13-tetramethyl-4-[methyl(diphenyl)silyloxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-9-yl] diester
Benzaldehyde→1-Amino-4-methoxybenzene→2-Hydroxy-1-phenylethanone→2-Hydroxyacetic acid methyl ester→(2R,3S)-2-Hydroxy-3-[(4-methoxyphenyl)amino]-1,3-diphenylpropan-1-one→Methyl (2R,3S)-2-hydroxy-3-[(4-methoxyphenyl)amino]-3-phenylpropanoate→(2R,3S)-3-Phenylisoserine methyl ester→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid methyl ester hydrochloride→(4S,5R)-3-(4-Methoxyphenyl)-4-phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one→Methyl (4S,5R)-3-(4-methoxyphenyl)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→(4S,5R)-4-Phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one→Methyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→Phenyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→Bis(1,1-dimethylethyl) dicarbonoate→3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester→Methyl (2R,3S)-2-hydroxy-3-phenyl-3-[[(1S)-1-phenylethyl]amino]propanoate
diethyl succinate→(3aR,7aS)-octahydro-1H-isoindole→(S)-2-benzyl-4-((3aR,7aS)-octahydro-2H-isoindol-2-yl)-4-oxobutanoic acid→benzaldehyde→(Z)-3-(methoxycarbonyl)-4-phenylbut-3-enoic acid→(Z)-2-benzylidenesuccinic acid→(Z)-3-benzylidenedihydrofuran-2,5-dione→2-((Z)-benzylidene)-4-((3aR,7aS)-octahydro-2H-isoindol-2-yl)-4-oxobutanoic acid→(R)-1-phenylethan-1-amine
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| Supplier | Product | Price band | MOQ | Lead time | Qualifications | Action |
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| Unibest Nantong cGMP Site | (S)-(+)-N-(2,3-Epoxypropyl)phthalimide Pharmaceutical Intermediates | On request | On request | On request | — | |
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| Unibest Nantong cGMP Site | 2-[[(5S)-2-0x0-3-[4-(3-0xo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-1H-isoindole-1,3(2H)-dione Pharmaceutical Intermediates | On request | On request | On request | — | |
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| Qualified Partner — East China API Works | 2-[(2R)-2-Hydroxy-3-[[4-(3-oxo-4-Morpho linyl)phenyl]aMino]propyl]-1H-isoindole-1 ,3(2H)-dione Pharmaceutical Intermediates | On request | On request | On request | — |
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