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温度

0 °C

Allyl-3-O-methyl-glucopyranose (4.5 g) was dissolved in anhydrous DMF (120 mL) and sodium hydride (1.84 g, 50% dispersion in oil) was added thereto. The resulting solution was stirred for 0.5 hours at 0° C. Benzyl bromide (6.8 mL) was added dropwise at 0° to 5° C. and the reaction mixture was then stirred for 4 hours at room temperature. The reaction mixture was quenched by adding methanol, diluted with dichloromethane (250 mL) and washed with water (3×250 mL), dried over Na2SO4, filtered and evaporated. The material was purified by chromatography on silica gel using hexane-ethyl acetate (5:1) as eluent. The evaporated fractions from column were crystallized from a mixture of dichloromethane and hexane to provide for allyl-3-O-methyl-2,4,6-tri-O-benzyl-glucopyranose (8 g).

1. stirringthe reaction mixture was then stirred for 4 hours at room temperature
2. customThe reaction mixture was quenched
3. additionby adding methanol
4. additiondiluted with dichloromethane (250 mL)
5. washwashed with water (3×250 mL)
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. customevaporated
9. customThe material was purified by chromatography on silica gel
10. customThe evaporated fractions from column were crystallized from a mixture of dichloromethane and hexane