反应详情

温度

70 °C

To a solution of (2S,4S)-4-acetylthio-2-[4-(methanesulfonyloxymethyl)thiazol-2-yl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (1.5 g) in dimethylformamide (20 ml) was added sodium azide (0.15 g) at ambient temperature. After stirring at 70° C. for 2 hours, the mixture was partitioned between ethyl acetate and water. The organic layer was washed with water and brine successively, dried over magnesium sulfate and concentrated to give a syrup. The syrup was subjected to a column chromatography on silica gel and eluted with a mixture of acetone and dichloromethane (1:9, V/V) to give (2S,4S) 4 acetylthio-2-(4-azidomethylthiazol-2-yl)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (500 mg).

1. customthe mixture was partitioned between ethyl acetate and water
2. washThe organic layer was washed with water and brine successively
3. dry with materialdried over magnesium sulfate
4. concentrationconcentrated
5. customto give a syrup
6. washeluted with a mixture of acetone and dichloromethane (1:9, V/V)