反应详情

温度

60 °C

A mixture of sodium azide (1.72 g, 26.4 mmol) and 1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-L-xylitol (13.9 g, 24 mmol) in dimethylformamide (500 mL) is heated overnight at 60° C. under stirring. Dimethylformamide is evaporated under reduced pressure. The residue is dissolved in ethyl acetate and washed with water. The organic layer is dried over sodium sulfate, filtered and concentrated under reduced pressure, yielding an oil. Flash chromatography on silica gel and elution with a 7:3 mixture of cyclohexane and ethyl acetate yield 1-azido-1-deoxy-4-O-methanesulfonyl -2,3,5-tri-O-benzyl-L-xylitol (8.6 g, 63%) as an oil.

1. customDimethylformamide is evaporated under reduced pressure
2. dissolutionThe residue is dissolved in ethyl acetate
3. washwashed with water
4. dry with materialThe organic layer is dried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customyielding an oil
8. washFlash chromatography on silica gel and elution
9. additionwith a 7:3 mixture of cyclohexane and ethyl acetate