813440-52-7

Upstream product

• 651749-64-3 (3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one 
• 198022-08-1 (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one 
• 100-39-0 benzyl bromide 

Downstream Products

• 651749-68-7 (3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one 
• 910097-79-9 (3R,4R)-3-benzyl-4-isobutyl-3-(tert-butoxycarbonylamino)-1-(trimethylsilylmethyl)azetidin-2-one 

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

Synthesis of type II β-turn surrogate dipeptides based on syn-α-amino-α,β-dialkyl-β-lactams

(Chemical equation presented) The achiral bis(trimethylsilyl)methyl group acts as an efficient stereochemical determinant of the α-alkylation reaction in β-branched α-phenyloxazolidinyl- or α- diphenyloxazolidinyl-β-lactams and provides the first stereoco