30067-00-6

Basic information

• Product Name: 2-HYDROXY-3-(4-METHOXY-PHENYL)-3-(2-NITRO-PHENYLSULFANYL)-PROPIONIC ACID METHYL ESTER
• Synonyms: 2-HYDROXY-3-(4-METHOXY-PHENYL)-3-(2-NITRO-PHENYLSULFANYL)-PROPIONIC ACID METHYL ESTER;2-Hydroxy-3-(2-nitrophenylthio)-3-(4-methoxyphenyl)propionic acid methyl ester
• CAS NO: 30067-00-6
• Molecular Formula: C₁₇H₁₇NO₆S
• Molecular Weight: 363.38498
• Mol File: 30067-00-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-HYDROXY-3-(4-METHOXY-PHENYL)-3-(2-NITRO-PHENYLSULFANYL)-PROPIONIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-3-(4-METHOXY-PHENYL)-3-(2-NITRO-PHENYLSULFANYL)-PROPIONIC ACID METHYL ESTER(30067-00-6)
• EPA Substance Registry System: 2-HYDROXY-3-(4-METHOXY-PHENYL)-3-(2-NITRO-PHENYLSULFANYL)-PROPIONIC ACID METHYL ESTER(30067-00-6)

Safety Data

• Hazardous Substances Data: 30067-00-6(Hazardous Substances Data)

Upstream product

• 4875-10-9 o-nitrothiophenol 
• 96125-49-4 methyl trans-3-(4-methoxyphenyl)glycidate 
• 42245-42-1 methyl (2-RS,3-SR)-2,3-epoxy-3-(4-methoxyphenyl)propanoate 
• 123-11-5 4-methoxy-benzaldehyde 
• 625-54-7 2-butyl ethyl ether 
• 42245-42-1 methyl 3-(4-methoxyphenyl)glycidate 

Downstream Products

• 30067-06-2 2-Hydroxy-3-(4-methoxy-phenyl)-3-(2-nitro-phenylsulfanyl)-propionic acid 
• 30193-56-7 (2R,3S)-3-(2-Amino-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester 
• 30842-47-8 3t-hydroxy-2r-(4-methoxy-phenyl)-5-methyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 30067-33-5 (+/-)-trans-(2R,3S)-7-chloro-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one 
• 130979-57-6 7-chloro-3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 30193-57-8 2-hydroxy 3-(4-methoxyphenyl)-3-(2-amino phenylthio)-propionic acid 
• 125354-94-1 methyl (2R,3R)-2-hydroxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate 
• 125354-93-0 (2S,3S) methyl 2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylthio)propionate 
• 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 

Relevant articles and documents

Enantioselectivity of Pseudomonas cepacia lipase for the acetylation of 2-hydroxy carboxylic acid esters+

Structurally different ethyl or methyl 2-hydroxy carboxylates were resolved by Pseudomonas cepacia lipase-catalysed acetylations with vinyl acetate in diethylether. One type of the alcoholic substrates (2-hydroxy-2-arylacetates and 2-hydroxy-3-arylpropinates) contained a HO-group at the stereocentre. These compounds were resolved with high enantioselectivity (ee 91 → 99) at ca. 50% conversion. The other alcoholic substrates ((threo-2-hydroxy-3-methylbutyrate and threo- or erythro-2-hydroxy-3-aryl-3-arylthio(or aryloxy)propionates) with two stereocentres generally resulted in enantiopure products and the reactions stopped at 50 % conversion.

Reactions of 3-phenylglycidic esters. V. Reaction of methyl 3-(4-methoxyphenyl)glycidate with 2-nitroaniline and synthesis of 1,5-benzodiazepine derivatives

Stereochemical aspects of the oxirane-ring opening of methyl trans-3-(4-methoxyphenyl)-glycidate (1) with 2-nitroaniline (5) were investigated. ZnI2 showed good catalytic activity in this reaction, giving the cis-opening product (6a) predominan

Reaction of 3-Phenylglycidic Esters. Part 1. Stereoselective Opening of the Oxirane Ring of trans-3-Phenylglycidic Esters with 2-nitrothiophenols and the Effects of Various Catalysts Thereon

In the reaction of 2-nitrothiophenol (2) with trans-3-phenylglycidic esters carrying various substituents on the benzene ring, both reactivity and stereoselectivity of the oxirane ring-opening of the glycidates were markedly influenced by the electronic nature of the substituents.The presence of electron-donating groups was favourable for both reactivity and the preferential formation of cis-opening products, while the reverse was true for electron-withdrawing groups.As a result of our investigation on the catalytic effect of various Lewis acids in the reaction of the 4-methoxy derivative (1) with (2), tin compounds were found to be effective catalysts for cis-opening and readily produced the threo-nitro ester (3a), a key intermediate for the synthesis of diltiazem (5).Isolation of the crystalline complex (adduct A) from the reaction of (2) with SnCl4 and its efficient catalytic activity similar to that of SnCl4 suggest that the transition state involves co-ordination of tin derivatives both with (2) and the epoxy oxygen of (1) to cause highly specific cis-opening.