76863-45-1

Basic information

• Product Name: (S)-benzyl (1-azido-4-methyl-1-oxopentan-2-yl)carbamate
• Synonyms: (S)-benzyl (1-azido-4-methyl-1-oxopentan-2-yl)carbamate
• CAS NO: 76863-45-1
• Molecular Weight: 290.322
• Mol File: 76863-45-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (S)-benzyl (1-azido-4-methyl-1-oxopentan-2-yl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-benzyl (1-azido-4-methyl-1-oxopentan-2-yl)carbamate(76863-45-1)
• EPA Substance Registry System: (S)-benzyl (1-azido-4-methyl-1-oxopentan-2-yl)carbamate(76863-45-1)

Safety Data

• Hazardous Substances Data: 76863-45-1(Hazardous Substances Data)

Upstream product

• 148854-04-0 (C₈H₇O₂)(NHCHCOO)(CH₂C₃H₇)(CO₂C₂H₅) 
• 51021-87-5 N-benzyloxycarbonyl-L-leucine methyl ester 
• 2018-66-8 Z-Leu-OH 
• 4703-53-1 N-benzyloxycarbonyl-L-leucine hydrazide 

Downstream Products

• 114493-13-9 N-[N-(N-benzyloxycarbonyl-L-leucyl)-glycyl]-L-leucine methyl ester 
• 22221-80-3 N-(N-benzyloxycarbonyl-L-leucyl)-D-alanine methyl ester 
• 1803-59-4 N-benzyloxycarbonyl-L-leucyl-L-alanine methyl ester 
• 1189337-20-9 N-(N-benzyloxycarbonyl-L-leucyl)-D-valine methyl ester 
• 7801-70-9 Z-Leu-Val 
• 78569-25-2 Z-L-Leu-D-Ileu-OH 
• 42537-96-2 N-(N-benzyloxycarbonyl-L-leucyl)-L-isoleucine 
• 71730-80-8 Z-L-Leu-D-Leu-OMe 
• 3504-37-8 Cbz-L-Leu-L-Leu-OMe 
• 3005-89-8 ethyl N-benzyloxycarbonyl-L-leucyl-L-phenylalaninate 
• 36935-20-3 N-(N-benzyloxycarbonyl-L-leucyl)-D-phenylalanine ethyl ester 
• 88491-35-4 (R)-N-benzyloxycarbonyl-N'-p-methoxybenzyloxycarbonyl-3-methylbutane-1,1-diamine 
• 102195-73-3 N,N'-bis(benzyloxycarbonyl)-3-methylbutane-1,1-diamine 
• 126898-50-8 N-carbobenzoxy-1-amino-1-(benzyloxy)-3-methylbutane 

Relevant articles and documents

3,3-dichloro-1,2-diphenylcyclopropene (CPICL)-mediated synthesis of n α-protected amino acid azides and α-ureidopeptides

Rapid synthesis of acid azides via in situ generation of acid chlorides using CPICl as chlorinating agent from the corresponding Nα- protected amino acids is described. Also the conversion of acid azides into ureidopeptides through the Curtius rearrangement under ultrasonication is delineated. The mildness of the protocol renders the acid-sensitive substrates to afford the corresponding amino acid azides and ureidopeptides in good yields. Diphenylcyclopropenone has also been recovered from the reaction mixture and reused. Georg Thieme Verlag Stuttgart New York.

Succinimidyl carbamate derivatives from N-protected α-amino acids and dipeptides-synthesis of ureidopeptides and oligourea/peptide hybrids

The preparation of succinimidyl (1-{[(alkyloxy)carbonyl]-amino}-1-X-methyl) carbamates (4) and succinimidyl [1-(acyl-amino)-1-X-methyl] carbamates (5) from a variety of N-Boc-, -Z- or -Fmoc-protected α-amino acids and dipeptides as well as the carbamate s

Some Applications of the Curtius Rearrangement

Pairs of optically pure enantiomers of substituted 1,1-diamines have been prepared from the azides of L-amino-acids via the Curtius rearrangement.This synthesis is based on the interchange of two groups attached to the asymmetrically substituted tetrahedr