157683-55-1

Basic information

• Product Name: (3S)-3-[[(benzyloxy)carbonyl]amino]-2-oxo-4-phenylbutanoic acid methyl ester
• Synonyms: (3S)-3-[[(benzyloxy)carbonyl]amino]-2-oxo-4-phenylbutanoic acid methyl ester
• CAS NO: 157683-55-1
• Molecular Weight: 341.364
• Mol File: 157683-55-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (3S)-3-[[(benzyloxy)carbonyl]amino]-2-oxo-4-phenylbutanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-3-[[(benzyloxy)carbonyl]amino]-2-oxo-4-phenylbutanoic acid methyl ester(157683-55-1)
• EPA Substance Registry System: (3S)-3-[[(benzyloxy)carbonyl]amino]-2-oxo-4-phenylbutanoic acid methyl ester(157683-55-1)

Safety Data

• Hazardous Substances Data: 157683-55-1(Hazardous Substances Data)

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 25613-60-9 Nα-carbobenzyloxy-L-phenylalanine N-carboxanhydride 
• 1047404-15-8 (S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyric acid methyl ester 
• 67-56-1 methanol 
• 214122-05-1 (4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile 

Downstream Products

• 126015-23-4 (2S,3S)-3-[[(benzyloxy)carbonyl]amino]-2-hydroxy-4-phenylbutanoic acid methyl ester 
• 126015-22-3 (2R,3S)-3-[[(benzyloxy)carbonyl]amino]-2-hydroxy-4-phenylbutanoic acid methyl ester 
• 322729-66-8 (2R,3S)-2-hydroxy-4-phenyl-3-[[[3-(phenylazo)benzene]carbonyl]amino]butanoic acid methyl ester 
• 322729-60-2 (2R,3S)-2-hydroxy-4-phenyl-3-[[[4-(phenylazo)benzene]carbonyl]amino]butanoic acid methyl ester 
• 322729-68-0 (3S)-2-oxo-4-phenyl-3-[[[3-(phenylazo)benzene]carbonyl]amino]butanoic acid methyl ester 
• 322729-62-4 (3S)-2-oxo-4-phenyl-3-[[[4-(phenylazo)benzene]carbonyl]amino]butanoic acid methyl ester 
• 181047-31-4 (S)-3-Benzyloxycarbonylamino-2,2-difluoro-4-phenyl-butyric acid methyl ester 

Relevant articles and documents

Synthesis of cyanoketophosphoranes, precursors of β-amino-α-keto- esters from uncas

Cyanomethylene triphenylphosphoranes of N-protected amino acids were synthesized from the corresponding N-urethane protected or amino acid N- carboxyanhydrides (UNCAs) by reaction with cyanomethyltriphenylphosphonium chloride in good yields. These compoun

Inactivation of serine protease, α-chymotrypsin by fluorinated phenylalanine analogues

Fluorinated phenylalanine analogues were found to be slow-binding or reversible competitive inhibitors of α-chymotrypsin. A series of these compounds were designed to inactivate α-chymotrypsin as a result of the formation of hydrogen-bonding between fluorine atom of the inhibitors and the amide protons known as oxy-anion hole in the active-site of serine and cysteine proteases.

First Synthesis of Enantiomerically Pure N-Protected β-Amino-α-Keto Esters from α-Amino Acids and Dipeptides

A racemization-free route from N-protected α-amino acids and dipeptides to N-protected β-amino-α-keto esters is described, involving the sequence: diazoketone formation, Wolff rearrangement in methanol, diazo transfer, and oxidation with dimethyldioxirane.