86207-17-2

Upstream product

• 546-67-8 lead(IV) tetraacetate 
• 86207-16-1 (3RS,4SR)-4-carboxy-1-(di-p-anisylmethyl)-3-ethenyl-2-azetidinone 
• 86207-15-0 (3RS,4RS)-4-n-butoxycarbonyl-1-(di-p-anisylmethyl)-3-ethenyl-2-azetidinone 
• 86207-14-9 [(E)-Bis-(4-methoxy-phenyl)-methylimino]-acetic acid butyl ester 
• 19293-62-0 p,p'-dimethoxybenzhydrylamine 

Downstream Products

• 86207-18-3 (3RS,4RS)-4-acetoxy-1-(di-p-anisylmethyl)-3-<(RS)-1-hydroxyethyl>-2-azetidinone 

Relevant academic research and scientific papers

Synthetic studies of carbapenem and penem antibiotics. I. Facile synthesis of a key intermediate: 4-Acetoxy-3-(1-hydroxyethyl)-2-azetidinone

A highly efficient synthesis of (3R,4R)-4-acetoxy-3-[(R)-1-hydroxyethyl]-2-azetidinone, which is a key intermediate for the synthesis of carbapenem and penem antibiotics, was accomplished. It was found that oxymercuration-reduction of easily obtainable 4-alkyloxycarbonyl-1-(di-p-anisylmethyl)-3-ethenyl-2-azetidinone could be employed as a key stereoselective reaction. The chiral starting material was obtained by optical resolution or asymmetric (2 + 2) cycloaddition. The desired product was afforded in four steps, that is, oxymercuration-reduction, oxidative decarboxylation, protection of the hydroxy group and removal of the N-protecting group.