15917-27-8

Basic information

• Product Name: D-Phenylalanine, b-hydroxy-4-nitro-, methyl ester,(bS)-rel-
• Synonyms: Serine,3-(p-nitrophenyl)-, methyl ester, DL-threo- (8CI)
• CAS NO: 15917-27-8
• Molecular Formula: C10H12 N2 O5
• Molecular Weight: 240.216
• Mol File: 15917-27-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: D-Phenylalanine, b-hydroxy-4-nitro-, methyl ester,(bS)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: D-Phenylalanine, b-hydroxy-4-nitro-, methyl ester,(bS)-rel-(15917-27-8)
• EPA Substance Registry System: D-Phenylalanine, b-hydroxy-4-nitro-, methyl ester,(bS)-rel-(15917-27-8)

Safety Data

• Hazardous Substances Data: 15917-27-8(Hazardous Substances Data)

Upstream product

• 113299-51-7 (2RS,3SR)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid methyl ester; hydrochloride 
• 77809-03-1 (2RS,3SR)-3-acetoxy-2-acetylamino-3-phenyl-propionic acid methyl ester 
• 67-56-1 methanol 
• 7647-01-0 hydrogenchloride 
• 118537-24-9 Methyl(2R,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propanoate 
• 5872-74-2 (2RS,3SR)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid 
• 101570-41-6 (2RS,3RS)-3-hydroxy-2-(4-nitro-benzylidenamino)-3-(4-nitro-phenyl)-propionic acid methyl ester 
• 7664-93-9 sulfuric acid 

Downstream Products

• 129446-45-3 (2S,3R)-2-amino-3-hydroxy-3-(4-aminophenyl)propanoic acid 
• 99860-60-3 (2S,3R)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propionic acid hydrazide 
• 101570-41-6 (2S,3R)-3-hydroxy-2-(4-nitro-benzylidenamino)-3-(4-nitro-phenyl)-propionic acid methyl ester 
• 122675-07-4 (2S,3R)-threo-N-acetyl-p-nitrophenylserine 
• 19185-86-5 methyl (2R,3S)-threo-N-acetyl-p-nitrophenylserinate 
• 19185-86-5 methyl (+/-)-threo-N-acetyl-p-nitrophenylserinate 
• 86022-41-5 (2S,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid methyl ester 
• 118537-24-9 Methyl(2R,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propanoate 
• 123410-36-6 Methyl (+)-threo-N-dichloroacetyl-β-(4-nitrophenyl)serinate 
• 134-90-7 L-threo-chloramphenicol 
• 56-75-7 chloramphenicol 
• 123410-34-4 chloramphenicol 
• 123410-35-5 (-)-(2R,3S)-N-(Dichloroacetyl)-3-(4-nitrophenyl)serine methyl ester 
• 100122-47-2 Methyl (+/-)-threo-N-dichloroacetyl-β-(4-nitrophenyl)serinate 

Relevant articles and documents

Synthesis of all stereoisomers and some congeners of isocytoxazone

cis-Isocytoxazone 2a and trans-isocytoxazone 2b, structural isomers of the antiasthmatic agent cytoxazone (-)-1, and their 5-substituted congeners 23-28 have been prepared. Aldol reaction of para-substituted benzaldehydes with 7-chloro-1-methyl-5-phenyl-1,4-benzodiazepin-2-one, followed by separation of diastereomeric racemates afforded 3-10. Acid-catalyzed 1,4-benzodiazepine ring opening, and transformation of the methyl esters of β-aryl-β-hydroxy-α-amino acids (11-16) via 4-methoxycarbonyl derivatives of 1,3-oxazolidin-2-one (17-22) and their reduction afforded the target oxazolidin-2-one derivatives 23-28. Racemic isocytoxazones 2a and 2b were prepared by an independent route starting from 4-methoxystyrene epoxide. Pure enantiomers of these diastereomeric racemates were separated by HPLC chromatography on chiral stationary phases. Their CD spectra, along with those of previously prepared enantiomers of cis-cytoxazone 1a and trans-cytoxazone 1b are discussed.