Beta-lactam antibiotic

Abstract

Abstract NEW MATERIAL:A compound expressed by formula I [R 1 is H, halogen, amino, phenylglycylamido, R 3 CONH, etc. (R 3 is phenylmethyl, etc.); R 2 is benzothiazolyl], and its salt. EXAMPLE: 3-Phenylacetamido-4-(benzothiazol-2-yl)-dithioazetidin-2-one. USE: A β-lactam antibiotic, an intermediate thereof, an antimicrobial agent, a β- lactamase inhibitor and an antifungal agent. PROCESS: A compound of formula II (M is H, K + , etc.) is oxidized to give a compound of formula III, which is reacted with a chloroformate in the presence of a base to form a mixed acid anhydride. The anhydride is then reacted with an aqueous sodium azide to give a compound of formula IV, which is heated in a mixed solution of sulfuric acid, dioxane and water under refluxing to afford a compound of formula V. The resulting compound is then reacted with a 2-mercaptobenzothiazole in a high-boiling solvent to give the compound of formula I. COPYRIGHT: (C)1981,JPO&Japio

Inventors

• 👤 Koshiro Aida
• 👤 Masataka Fukumura
• 👤 Hisao Tohiki

Bibliographic Details