反应详情

Boron trifluoride-diethyl ether complex (0.39 ml) and triisopropylsilane (1.23 ml) were added dropwise to a solution of 2,3,4,6-tetra-O-benzyl-1-C-[3-[(3-methylazulen-1-yl) methyl]phenyl]-D-glucopyranose (2.3 g) in acetonitrile (40 ml) at −40° C. and the mixture was stirred for two hours. Saturated aqueous solution of potassium carbonate was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[3-[(3-methyl azulen-1-yl)methyl]phenyl]-D-glucitol (1.47 g).

1. extractionthe mixture was extracted with ethyl acetate
2. washThe organic layer was washed with saturated brine
3. dry with materialdried over anhydrous sodium sulfate
4. filtrationAfter filtration
5. concentrationthe filtrate was concentrated
6. customThe residue was purified by silica gel column chromatography (n-hexane-ethyl acetate)