254112-87-3

Upstream product

• 124-38-9 carbon dioxide 
• 301161-15-9 (3R)-3-benzyl-1-bis(trimethylsilyl)methyl-3-(tert-butoxycarbonylamino)azetidin-2-one 
• 254112-83-9 (3R)-3-benzyl-1-bis(trimethylsilyl)methyl-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one 
• 254112-85-1 (3R)-3-benzyl-3-(tert-butoxycarbonylamino)azetidin-2-one 
• 100-39-0 benzyl bromide 
• 254112-89-5 (3-benzyl-3-tert-butoxycarbonylamino-2-oxo-azetidin-1-yl)-acetic acid benzyl ester 

Downstream Products

• 651749-62-1 (R)-1-(3-aza-4-benzyloxycarbonyl-2-oxobutyl)-3-benzyl-3-(2-tert-butoxycarbonylamino)azetidin-2-one 
• 254112-92-0 2-[2-(3-benzyl-3-tert-butoxycarbonylamino-2-oxo-azetidin-1-yl)-acetylamino]-2-methyl-propionic acid benzyl ester 
• 651749-95-0 [2-((R)-3-Amino-3-benzyl-2-oxo-azetidin-1-yl)-acetylamino]-acetic acid benzyl ester 

Relevant academic research and scientific papers

Functionalization of N-[(silyl)methyl]-β-lactam carbanions with carbon electrophiles

Latent acidity of α-alkyl-α-amino-N-[(silyl)methyl]-β- lactams enabled a concise entry to lithium nonenolate N-methyl-azetidinone carbanions lithiated α′ to the β-lactam nitrogen, owing to the stabilizing "α-effect" of one or two trimethylsilyl groups. s

α-alkyl-α-amino-β-lactam peptides: Design, synthesis, and conformational features

Remarkable asymmetric induction is achieved in the alkylation of the lithium enolate of the β-lactam 1. This allows the first time access to a new family of peptidomimetics 2 with predictable conformational constraints.