927190-62-3

Basic information

• Product Name: (-)-N-benzyloxycarbonyl-L-phenylalanine-L-valine thiophenyl ester
• Synonyms: (-)-N-benzyloxycarbonyl-L-phenylalanine-L-valine thiophenyl ester
• CAS NO: 927190-62-3
• Molecular Weight: 490.623
• Mol File: 927190-62-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-N-benzyloxycarbonyl-L-phenylalanine-L-valine thiophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-N-benzyloxycarbonyl-L-phenylalanine-L-valine thiophenyl ester(927190-62-3)
• EPA Substance Registry System: (-)-N-benzyloxycarbonyl-L-phenylalanine-L-valine thiophenyl ester(927190-62-3)

Safety Data

• Hazardous Substances Data: 927190-62-3(Hazardous Substances Data)

Upstream product

• 13123-00-7 (2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoyl)amino]-3-methylbutanoic acid 
• 108-98-5 thiophenol 

Relevant articles and documents

Ambient temperature synthesis of high enantiopurity N-protected peptidyl ketones by peptidyl thiol ester-boronic acid cross-coupling

α-Amino acid thiol esters derived from N-protected mono-, di-, and tripeptides couple with aryl, π-electron-rich heteroaryl, or alkenyl boronic acids in the presence of stoichiometric Cu(I) thiophene-2-carboxylate and catalytic Pd2(dba)3/triethylphosphite to generate the corresponding N-protected peptidyl ketones in good-to-excellent yields and in high enantiopurity. Triethylphosphite plays a key role as a supporting ligand by mitigating an undesired palladium-catalyzed decarbonylation-β-elimination of the α-amino thiol esters. The peptidyl ketone synthesis proceeds at room temperature under nonbasic conditions and demonstrates a high tolerance to functionality.