INTERMEDIATE OF THE PREPARATION OF CARBON AND OXYGEN ANALOGS

摘要

This invention provides esters of 6-oxopenicillanic acid which can be used as intermediates in the formation of oxygen analogs of 6.beta.-aminopenicillanic acid and biologically active derivatives thereof. For example, 6.beta.-phenoxyacetoxy-penicillanic acid - an oxygen analog of penicillin V may be formed from an ester of 6-oxopenicillanate. The ester of 6oxopenicillanic acid is formed by a diisopropyl carbodiimide/ dimethyl sulfoxide oxidation of the corresponding ester of 6.alpha.hydroxypenicillanic acid. The oxygen analogs are formed by reducing the ester of 6-oxopenicillanic acid to the corresponding 6.beta.-hydroxypenicillanate and then forming the desired analog by acylation.