131533-67-0

Upstream product

• 1068-52-6 sodium 2-bromoacetate 
• 131533-59-0 (3S,4R)-3-benzyloxycarbonylamino-4-[2-(furan-2-yl)ethyl]azetidin-2-one 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 131533-68-1 [(2S,3R)-3-Benzyloxycarbonylamino-2-(2-furan-2-yl-ethyl)-4-oxo-azetidin-1-yl]-acetic acid methyl ester 
• 99333-65-0 1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethyl]azetidin-2-one 
• 110289-29-7 (3S,4R)-3-amino-4-[2-(furan-2-yl)ethyl]azetidin-2-one 

Downstream Products

• 131533-88-5 [(3S,4R)-3-Benzyloxycarbonylamino-2-oxo-4-(2-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester 
• 131533-89-6 3-[(2R,3S)-3-Benzyloxycarbonylamino-1-(4-nitro-benzyloxycarbonylmethyl)-4-oxo-azetidin-2-yl]-propionic acid phenyl ester 
• 131533-97-6 (6R,7S)-7-Benzyloxycarbonylamino-3-hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 131533-77-2 3-[(2R,3S)-3-Benzyloxycarbonylamino-1-(4-nitro-benzyloxycarbonylmethyl)-4-oxo-azetidin-2-yl]-propionic acid 

Relevant academic research and scientific papers

A mild, efficient methodology for the synthesis of carbacephem intermediates via phase transfer catalysis

A high yielding, one-pot method for the transesterification of β-lactam intermediates is presented. The methodology involves the dual use of a phase transfer catalyst to carry out both a hydrolysis and re-esterification.

Synthesis of carbacephem antibiotics: Synthesis via Dieckmann reaction using phenyl esters to direct the regioselectivity of the cyclization

β-Ketoesters useful for elaboration to carbacephems were synthesized from a variety of enantiomerically pure diesters. Use of phenyl esters to direct the regioselectivity was demonstrated.