反应详情

To a solution of 4-acetylthiomethylthio-1,2,3-triazole (230 mg : 1.22 mMol.) in dimethylformamide (6 ml) is dropwise added a 1.26N-sodium methoxide in methanol (1.9 ml) at -60° C., and the mixture is stirred for 20 minutes, mixed with a solution of 7β-[(Z)-2-(2-t-butoxycarbonylaminothiazol -4-yl)-2-pentenoylamino]-3-methanesulfonyloxy-3-cephem -4- carboxylic acid diphenylmethyl ester (740 mg : 1 mMol.) in dimethylformamide (3 ml), and stirred at the same temperature for 40 minutes. The reaction mixture is diluted with 10% hydrochloric acid (2 ml) and water (30 ml) and extracted with ethyl acetate. The extract is washed with water, dried over sodium sulfate, and purified by silica gel chromatography (toluene : ethyl acetate=2:1) to give 7β-(Z)-2-(2- t-butoxycarbonylaminothiazol-4-yl)-2-pentenoylamino]-3-(1,2,3-triazol-4- ylthiomethylthio)-3-cephem-4-carboxylic acid diphenylmethyl ester (553 mg) as colorless foam. Yield : 70%.

1. stirringstirred at the same temperature for 40 minutes
2. extractionextracted with ethyl acetate
3. washThe extract is washed with water
4. dry with materialdried over sodium sulfate
5. custompurified by silica gel chromatography (toluene : ethyl acetate=2:1)