83865-93-4

Upstream product

• 31661-15-1 dibenzyl aminomalonate 
• 104-55-2 3-phenyl-propenal 
• 107-21-1 ethylene glycol 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 78033-36-0 (5R,6R)-7-Oxo-6-phenylacetylamino-3-oxa-1-aza-bicyclo[3.2.0]heptane-2,2-dicarboxylic acid dibenzyl ester 
• 78033-35-9 benzyl (4-hydroxymethyl-2-oxo-3-phenylacetamido-1-azetidinyl)malonate 

Relevant academic research and scientific papers

Synthesis and biological evaluation of an electronically activated isooxacephem

New isooxacephem (±)-3-ethyl 2-hydrogen (6RS,7RS)-8-oxo-7-(phenylacetamido)-4-oxa-1-azabicyclo[4.2.0]oct-2-ene-2,3 -dicarboxylate (8) was synthesized from (±)-dibenzyl 2-[cis-2-oxo-3-(phenylacetamido)-4-styryl-1-azetidinyl]-2-[t -butyldimethylsiloxy(methoxycarbonyl)methyl]malonate (1) in six steps. This bicyclic β-lactam was found to possess notable biological activities against several pathogenic microorganisms in vitro, including Staphylococcus aureus 95, S. aureus FDA 209P, Escherichia coli ATCC 39188, Salmonella typhi O-901, Pseudomonas aeruginosa 18S-H, P. aeruginosa 1101-75, and Klebsiella pneumoniae NCTC 418. The electronic activation of the β-lactam moiety by an ester group plays a prominent role in the biological activity of this novel isooxacephem.

β-Lactams. VIII. The synthesis of iso-oxapenams from N-substituted-4-hydroxymethylazetidininons

The synthesis of 3,3-disubstituted iso-oxapenams is described.