192320-06-2

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 192320-08-4 (2S,5S,6R,7S)-7-Hydroxy-5-methyl-8-oxo-2-phenyl-1,4-diaza-bicyclo[4.2.0]octane-4-carboxylic acid tert-butyl ester 
• 74-88-4 methyl iodide 
• 192320-04-0 {(S)-1-[(2R,3S)-1-((S)-2-Hydroxy-1-phenyl-ethyl)-3-methoxy-4-oxo-azetidin-2-yl]-ethyl}-carbamic acid tert-butyl ester 
• 1054825-57-8 Methanesulfonic acid (S)-2-[(2R,3S)-2-((S)-1-amino-ethyl)-3-benzyloxy-4-oxo-azetidin-1-yl]-2-phenyl-ethyl ester 
• 1053747-30-0 ((S)-1-{(2R,3S)-3-Benzyloxy-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-4-oxo-azetidin-2-yl}-ethyl)-carbamic acid tert-butyl ester 
• 192320-05-1 {(S)-1-[(2R,3S)-3-Benzyloxy-1-((S)-2-hydroxy-1-phenyl-ethyl)-4-oxo-azetidin-2-yl]-ethyl}-carbamic acid tert-butyl ester 
• 192320-07-3 (2S,5S,6R,7S)-7-Benzyloxy-5-methyl-8-oxo-2-phenyl-1,4-diaza-bicyclo[4.2.0]octane-4-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

A concise synthesis of piperazine-2-carboxylic acids via β-lactam-derived α-amino acid N-carboxy anhydrides

A route to piperazine-fused 3-hydroxy β-lactams was accomplished via [21+2] cycloaddition of alkoxyketenes with imines derived from chiral α-amino aldehydes and chiral β-aminoalcohols. The resulting β-lactams on exposure to 0.55M NaOCl and a catalytic amount of 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO) afforded α-amino acid N-carboxy anhydrides formally derived from piperazine-2-carboxylic acids.