SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF NOVEL 2-METHYL-1-OXACEPHALOSPORINS

Abstract

New 2-methyl-1-oxacephem compounds having 2-(2-aminothiazol-4-yl)-2-(alkoxyimino)acetamido substituents at C-7 and various C-3 side chains were synthesized starting from (3R, 4S)-phenyloxazolinoazetidinone (8). Introduction of the 2β-methyl group into the 1-oxacephem nucleus increased the stability to β-laetamases. OCP-9-176 (7b) having the (l-methylpyridinium-4-yl)thiomethyl group at C-3 showed potent antibacterial activity and a broad spectrum.