125354-94-1

Basic information

• Product Name: methyl (2R,3R)-2-hydroxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate
• Synonyms: methyl (2R,3R)-2-hydroxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate
• CAS NO: 125354-94-1
• Molecular Weight: 363.391
• Mol File: 125354-94-1.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: methyl (2R,3R)-2-hydroxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2R,3R)-2-hydroxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate(125354-94-1)
• EPA Substance Registry System: methyl (2R,3R)-2-hydroxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate(125354-94-1)

Safety Data

• Hazardous Substances Data: 125354-94-1(Hazardous Substances Data)

Upstream product

• 125263-58-3 methyl (2RS,3RS)-2-chloroacetoxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate 
• 94098-21-2 methyl (2RS,3RS)-2-acetoxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate 
• 86603-46-5 3-(4-methoxy-phenyl)-3-(2-nitro-phenylsulfanyl)-2-oxo-propionic acid methyl ester 
• 53100-99-5 methyl 3-chloro-3-(4-methoxyphenyl)-2-oxopropionate 
• 4875-10-9 o-nitrothiophenol 
• 96125-49-4 methyl trans-3-(4-methoxyphenyl)glycidate 
• 123-11-5 4-methoxy-benzaldehyde 
• 42245-42-1 methyl (2-RS,3-SR)-2,3-epoxy-3-(4-methoxyphenyl)propanoate 
• 30067-00-6 methyl (2RS,3RS)-2-hydroxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate 
• 22755-25-5 o-nitrobenzenethiol sodium salt 

Downstream Products

• 94098-21-2 methyl (2RS,3RS)-2-acetoxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate 
• 125354-93-0 (2S,3S) methyl 2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylthio)propionate 
• 30842-47-8 3t-hydroxy-2r-(4-methoxy-phenyl)-5-methyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 125263-58-3 methyl (2RS,3RS)-2-chloroacetoxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate 
• 27068-88-8 (+/-)-trans-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one 
• 30193-56-7 (2R,3S)-3-(2-Amino-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester 

Relevant articles and documents

Structural characteristics of lipid-lipase aggregates for enantioselective hydrolysis in organic solvents

An ether-linked lipid-lipase aggregate was found to function as an immobilized biocatalyst. Three kinds of aggregate, I, III, and IV, obtained by sonication treatment were considered to have stacked bilayer structure of the lipid in the crystalline phase

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.

Enzymatic hydrolysis in organic solvents for kinetic resolution of water-insoluble α-acyloxy esters with immobilized lipases

Enantioselective hydrolysis of water-insoluble α-acyloxy esters, (±)- 5 and (±)-6, was carried out using lipases immobilized with Celite or a synthetic prepolymer (ENTP-4000 or ENT-4000) in a water-saturated organic solvent to produce chiral intermediates, (2S,3S)-5 and (2S,3R)-4, for the synthesis of diltiazem hydrochloride 1 and (-)-indolmycin 2, respectively. Furthermore, enantioselective hydrolysis of (±)-6 using lipid-lipase aggregates in water-saturated organic solvent was also found to give (2S,3R)- 4.