218290-76-7

Upstream product

• 2491-20-5 L-alanine methyl ester hydrochloride 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 916042-79-0 (S)-2-(2-Bromo-benzylamino)-propionic acid methyl ester 
• 503034-64-8 L-N-2-bromobenzyl-N-methyl-Ala-N'-3-(trimethylsilyl)-Gly-OMe 
• 1026635-53-9 (S)-2-[(2-Bromo-benzyl)-methyl-amino]-propionic acid methyl ester 
• 218290-86-9 (S)-2-[(2R,3S)-2-(2-Bromo-phenyl)-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidin-1-yl]-propionic acid methyl ester 

Relevant academic research and scientific papers

Application of peptidyl radicals into a new radical cascade leading to unsaturated γ-lactams

Radical cyclization of dipeptides 1a-h proceeds smoothly to give five- and seven-membered rings in good to moderate total yields using Stork's catalytic tin hydride method. A radical is generated on a protecting group and translocated to the peptide moiety. Following a cyclization reaction, the vinyl radical can abstract hydrogen from a benzyl group on an amine, which results in elimination of the protected amine group. Encouraging results have notably been obtained with amino acids other than glycine.