Semisynthetic β-Lactam Antibiotics. IV. The X-Ray Analysis of Monopotassium α-Sulfophenylacetate Monohydrate. The Configuration of the Acyl Side Chain of α-Sulfobenzylpenicillin

Abstract

The absolute configuration of (-)-α-sulfophenylacetic acid (II), the side chain acid of a novel antipseudomonal semisynthetic penicillin, (-)-α-sulfobenzylpenicillin (I), has been determined and confirmed to be in the D-series. Accordingly, the biologically more active diastereoisomer which is derived from II has been assigned to be D(-)-α-sulfobenzylpenicillin.