Synthesis of analogues of 6β-bromopenicillanic acid and penicillanic acid S,S-dioxide. Part 1. Synthesis of 3α-derivatives of 6β-bromo-2,2-dimethylpenam and 2,2-dimethylpenam S,S-dioxide

Abstract

The synthesis of analogues of 6β-bromopenicillanic acid (1) and the sulphone of penicillanic acid (2), where the 3α-carboxyl group has been transformed into 3α-hydroxymethyl, fluoromethyl and cyano groups and the attempted transformation into a 3α-formyl group are described. These analogues showed no significant β-lactamase inhibitory activity against B. cereusβ-lactamase I.