反应详情

温度

0 °C

To a suspension of sodium hydride (24.0 g, 0.6 mol, 60% dispersion in Mineral oil) in anhydrous tetrahydrofuran (150 mL) was added a solution of (2S,3R,4S,5S,6R)-6-[[tert-butyhdimethyl) silyl]oxymethyl]-2-[4-chloro-3-[(2,3-difluoro-4-methoxy-phenyl)methyl]phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol 21i (49.5 g, 86 mmol) in anhydrous tetrahydrofuran (400 mL) slowly at 0° C. The mixture was stirred at 0° C. for 1 hour, and then benzyl bromide (81 mL, 690 mmol) was added. The mixture was warmed up to room temperature and further stirred for 12 hours. The reaction mixture was quenched with saturated aqueous ammonium chloride (1000 mL) and extracted with ethyl acetate (300 mL×2). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound 21j as yellow oil (72.7 g, 100%). This material was not further purified.

1. temperatureThe mixture was warmed up to room temperature
2. stirringfurther stirred for 12 hours
3. customThe reaction mixture was quenched with saturated aqueous ammonium chloride (1000 mL)
4. extractionextracted with ethyl acetate (300 mL×2)
5. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
6. filtrationfiltered
7. concentrationThe filtrate was concentrated in vacuo