175793-36-9

Upstream product

• 130115-20-7 (3R,4R,4'R)-4-<<<(1,1-Dimethylethyl)dimethylsilyl>oxy>phenylmethyl>-3-phenylmethoxy-1-(phenylmethyl)azetidin-2-one 
• 175793-34-7 (3R,4R)-1-benzyl-4-<(1R)-1-<(tert-butyldimethylsilyl)oxy>benzyl>-3-hydroxyazetidin-2-one 

Downstream Products

• 175793-38-1 (4S)-3-benzyl-4-<(1R)-1-<(tert-butyldimethylsilyl)oxy>benzyl>oxazolidine-2,5-dione 
• 175793-31-4 (S)-2-[(2S,3R)-2-[(2S,3R)-2-Benzylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionylamino]-3-(tert-butyl-diphenyl-silanyloxy)-4-methyl-pentanoylamino]-4-methyl-pentanoic acid methyl ester 

Relevant academic research and scientific papers

Simple access to the nonproteinogenic peptide fragments of lysobactin from azetidin-2-one frameworks

A convenient route to the β-hydroxy α-aminoacid-derived tripeptides found in the macrocyclic peptide lactone antibiotic lysobactin from azetidin-2-one frameworks is provided for the first time.

Generation of threonine- and azathreonine N-carboxy anhydrides from α-hydroxy β-lactams promoted by 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO) in combination with sodium hypochlorite

A versatile one-pot oxidation-Baeyer-Villiger reaction sequence applied to α-hydroxy β-lactams and promoted by 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO) leads to α-amino acid N-carboxy anhydrides. The examples reported constitute the first application of TEMPO in a Baeyer-Villiger reaction and provide a way for peptide coupling from non α-amino acid precursors.