321863-81-4

Basic information

• Product Name: benzyl (S)-1-[(S)-N-(tert-butoxycarbonyl)-alanyl]-4-oxoazetidine-2-carboxylate
• Synonyms: benzyl (S)-1-[(S)-N-(tert-butoxycarbonyl)-alanyl]-4-oxoazetidine-2-carboxylate
• CAS NO: 321863-81-4
• Molecular Weight: 376.409
• Mol File: 321863-81-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl (S)-1-[(S)-N-(tert-butoxycarbonyl)-alanyl]-4-oxoazetidine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (S)-1-[(S)-N-(tert-butoxycarbonyl)-alanyl]-4-oxoazetidine-2-carboxylate(321863-81-4)
• EPA Substance Registry System: benzyl (S)-1-[(S)-N-(tert-butoxycarbonyl)-alanyl]-4-oxoazetidine-2-carboxylate(321863-81-4)

Safety Data

• Hazardous Substances Data: 321863-81-4(Hazardous Substances Data)

Upstream product

• 72776-06-8 (L)-N-(trimethylsilyl)dibenzyl aspartate 
• 2791-79-9 dibenzyl L-aspartate 
• 72776-05-7 (S)-benzyl 4-oxoazetidine-2-carboxylate 
• 125814-30-4 BOC-L-alanine-NCA 

Relevant articles and documents

β-Lactam derivatives as enzyme inhibitors: N-substituted derivatives of (S)-4-oxoazetidine-2-carboxylate as inhibitors of elastase and papain

N-Alkyl and N-acyl substituted 4-oxoazetidine-2-carboxylates are synthesized and evaluated as inhibitors of the proteases porcine pancreatic elastase (PPE) and papain. The compounds are obtained by alkylation or acylation at the nitrogen of benzyl (S)-4-oxoazetidine-2-carboxylate, which is synthesized by a modified literature procedure. The enzymatic assays prove some derivatives to be effective inhibitors of PPE and/or papain. The N-BOC protected amino acid derivatives 10 and 13 inhibit PPE reversibly with K(I)-values in the micromolar range. On the other hand, papain is inactivated irreversibly by benzyl (S)-2-(benzyloxycarbonyl)azetidin-1-acetate (6).