Chemistry of micrococcin P. Part VIII. A method for the degradation of thiazole-4-carboxylic acids

Abstract

The Curtius reaction has been used for the conversion of 2-substituted thiazole-4-carboxylic acids into the 4-acetamido-compounds, which are degraded directly by acid hydrolysis leaving the 2-carbon atom, in the form of a carboxyl group, as remnant of the thiazole ring. For example 2′-phenyl-2,4′-bithiazolyl-4-carboxylic acid was degraded to 2-phenylthiazole-4-carboxylic acid, which was degraded to benzoic acid, and 2-(1-amino-2-methylpropyl)thiazole-4-carboxylic acid, a hydrolysis product of micrococcin P, was degraded to valine.