97222-17-8Relevant academic research and scientific papers
Synthesis of a Cyclobutanone Analogue of a β-Lactam Antibiotic
Lowe, Gordon,Swain, Steven
, p. 391 - 398 (2007/10/02)
A route has been developed which allows cyclobutanone analogues of β-lactam antibiotics to be synthesized and is illustrated by the synthesis of 6-oxo-7β-phenylacetamido-2-oxabicycloheptane-4α-carboxylic acid.Although this analogue (which contained some 7α-epimer) did not show significant antibacterial activity it was a weak inhibitor of Streptomyces R61 D,D-carboxypeptidase and a time-dependent inhibitor of E.coli R-TEM and B. cereus type I β-lactamases. 7β-Chloro-6-oxo-2-oxabicycloheptane-4α-carboxylic acid also exhibited time-dependent inhibition of these β-lactamases.
