反应详情

Then, 6M hydrochloric acid (120 mL) was added to a tetrahydrofuran (50 mL) solution of 2,3,4,6-tetra-O-benzyl-1-C-[4-chloro-3-(1,3-dioxolane-2-yl)phenyl]-5-thio-D-glucopyranose (6.01 g, 8.12 mmol) while ice-cooled, and stirred at room temperature for two days. The reaction mixture was added with an iced water and extracted with ethyl acetate and the organic phase was washed with a saturated sodium bicarbonate aqueous solution, brine and dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain colorless amorphous 2,3,4,6-tetra-O-benzyl-1-C-(4-chloro-3-formylphenyl)-5-thio-D-glucopyranose (4.53 g, 80%).

1. temperaturecooled
2. extractionextracted with ethyl acetate
3. washthe organic phase was washed with a saturated sodium bicarbonate aqueous solution, brine
4. dry with materialdried with anhydrous magnesium sulfate
5. filtrationAfter the desiccant was filtered off
6. customthe residue obtained
7. customby evaporating the solvent under reduced pressure
8. customwas purified by silica gel column chromatography (hexane:ethyl acetate=3:1)