An Alternative Procedure for Preparation of Cefdinir.

Abstract

Antibiotics Antibiotics U 1200An Alternative Procedure for Preparation of Cefdinir. -This alternative procedure allows to overcome the drawback of the use of diketene during the synthesis of cefdinir by the best current synthetic method. The first part of the synthesis of cefdinir (XV), consists of the preparation of (VIII), carrier of the vinyl modified cephem nucleus. Phenylacetylation of (II), the most critical step in this part, is effected by activating phenylacetic acid (III) with Vilsmeier reagent. The second part of this synthesis of (XV) consists of the preparation of protected (XIII) carrying the antibiotic moiety. The key step in this part is the formation of the aminothiazole ring, effected by N,N-dimethylacetamide as a solvent without using any catalyst. Finally, coupling of the intermediates (VIII) and (XIII) followed by deprotection furnish title compound (XV) in 14.3% overall yield from (I). -(GONZALEZ, M.; RODRIGUEZ, Z.; TOLON, B.; RODRIGUEZ, J. C.; VELEZ, H.; VALDES, B.; LOPEZ, M. A.; FINI*, A.; Farmaco 58 (2003) 6, 409-418; Ist. Sci. Chim., Univ. Bologna, I-40127 Bologna, Italy; Eng.) -H. Hoennerscheid 35-183 2003 Antibiotics