42399-51-9

Basic information

• Product Name: cis-(+)-2-(4'-methoxyphenyl)-3-hydroxy-2,3-dihydro-1,5-benzothiazepine-4(5H)-one
• Synonyms: cis-(+)-2-(4'-methoxyphenyl)-3-hydroxy-2,3-dihydro-1,5-benzothiazepine-4(5H)-one
• CAS NO: 42399-51-9
• Molecular Weight: 301.366
• Mol File: 42399-51-9.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: cis-(+)-2-(4'-methoxyphenyl)-3-hydroxy-2,3-dihydro-1,5-benzothiazepine-4(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: cis-(+)-2-(4'-methoxyphenyl)-3-hydroxy-2,3-dihydro-1,5-benzothiazepine-4(5H)-one(42399-51-9)
• EPA Substance Registry System: cis-(+)-2-(4'-methoxyphenyl)-3-hydroxy-2,3-dihydro-1,5-benzothiazepine-4(5H)-one(42399-51-9)

Safety Data

• Hazardous Substances Data: 42399-51-9(Hazardous Substances Data)

Upstream product

• 96125-49-4 methyl trans-3-(4-methoxyphenyl)glycidate 
• 137-07-5 2-amino-benzenethiol 
• 42245-42-1 methyl (2-RS,3-SR)-2,3-epoxy-3-(4-methoxyphenyl)propanoate 
• 123-11-5 4-methoxy-benzaldehyde 
• 30193-56-7 (2RS,3RS)-3-(2'-aminophenylthio)-2-hydroxy-3-(4''-methoxyphenyl)-propionic acid methyl ester 
• 30193-57-8 erythro-(-)-3-((2-aminophenyl)thio)-2-hydroxy-3-(4-methoxyphenyl)propionic acid 
• 30193-57-8 erythro-(+)-3-((2-aminophenyl)thio)-2-hydroxy-3-(4-methoxyphenyl)propionic acid 
• 30067-00-6 (2RS,3SR)-2-hydroxy-3-(4-methoxy-phenyl)-3-(2-nitro-phenylsulfanyl)-propionic acid methyl ester 
• 30193-57-8 2-hydroxy 3-(4-methoxyphenyl)-3-(2-amino phenylthio)-propionic acid 
• 86603-46-5 3-(4-methoxy-phenyl)-3-(2-nitro-phenylsulfanyl)-2-oxo-propionic acid methyl ester 
• 97801-79-1 2-(4-methoxyphenyl)-1,5-benzothiazepine-3,4(2H,5H)-dione 
• 154076-93-4 ethyl (Z)-2-(2-methoxyethoxy)methoxy-3-(4-methoxyphenyl)-2-propenoate 
• 30193-56-7 (+/-)-(R*,R*)-β-[(2-aminophenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid, methyl ester 

Downstream Products

• 23515-44-8 5-(2-dimethylamino-ethyl)-3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 30193-56-7 (2RS,3RS)-3-(2'-aminophenylthio)-2-hydroxy-3-(4''-methoxyphenyl)-propionic acid methyl ester 
• 132748-48-2 cis-(+)-2-(4'-methoxyphenyl)-3-acetyloxy-2,3-dihydro-1,5-benzothiazepine-4(5H)-one 
• 81353-09-5 3c-hydroxy-2r-(4-methoxy-phenyl)-5-(2-methylamino-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 97801-79-1 2-(4-methoxyphenyl)-1,5-benzothiazepine-3,4(2H,5H)-dione 
• 97801-78-0 3-acetoxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one 
• 42399-41-7 diltiazem 
• 128488-33-5 (2R,3R)-2-Benzyl-5-(2-dimethylamino-ethyl)-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 128488-20-0 Acetic acid (2R,3S)-2-benzyl-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester 
• 128488-20-0 Acetic acid (2R,3R)-2-benzyl-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester 
• 128488-11-9 (2R,3R)-2-Benzyl-4-ethoxy-2-(4-methoxy-phenyl)-2,3-dihydro-benzo[b][1,4]thiazepin-3-ol 
• 128488-11-9 (2R,3S)-2-Benzyl-4-ethoxy-2-(4-methoxy-phenyl)-2,3-dihydro-benzo[b][1,4]thiazepin-3-ol 
• 128488-31-3 (2R,3R)-5-(2-Dimethylamino-ethyl)-2-ethyl-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 128488-32-4 (2R,3R)-2-Allyl-5-(2-dimethylamino-ethyl)-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 

Relevant articles and documents

Novel protocol for the asymmetric synthesis of 3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one via bakers' yeast reduction

A novel protocol for the asymmetric synthesis of 3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one is reported. Darzens condensation reactions of anisaldehyde with dichloroacetates, followed substitution reaction of sodium o-nitrophenylthiolate and bakers' yeast reduction furnished 2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylsulfanyl)-propionates. Further reduction of a nitro group and cyclization gave the title compound.

Process for the recycle of a waste product of diltiazem synthesis

A process which allows the re-use of compounds of formula in diltiazem synthesis through a process of conversion to a mixture of enantiomers III-(2R,3R) and III-(2S,3S) is described.

A microwave synthesis of the cis and trans isomers of 3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one : The influence of solvent and power output on the diastereoselectivity

A diastereoselective one-pot synthesis and the trans- and cis-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H) -one nucleus, a key intermediate in the preparation of the calcium channel blocker Diltiazem, is carried out under microwave irradiation in an open vessel. Control of the diastereoselectivity is achieved by varying the reaction time and power output as well as the nature of the solvent.