反应详情

EX-8) To a solution of the product of Example 6 in dioxane (200 mL) and water (135 mL) was added sodium periodate (15.11 g, 0.071 mol) and osmium tetraoxide (12 drops of a 1 ppm solution of osmium dioxide in n-BuOH/H2O). The reaction was stirred at room temperature and monitor by thin layer chromatography for one day. Since the starting material had not completely reacted, additional osmium tetraoxide (12 drops of 1 ppm solution of osmium dioxide in n-BuOH/H2O) was added. A white precipitate was filtered off and the filtrate was removed under reduced pressure to the point where no dioxane remained. Additional water (75 mL) was then added to the aqueous layer and this aqueous mixture was washed with CH2Cl2 (3×75 mL). The organic layer was combined, dried over magnesium sulfate, and stripped of all solvent under reduced pressure to afford a yellow oil. Chromatographic (silica gel) purification of this material eluting with the 1:1, ethyl acetate:hexane afforded 4.0 g (67%) of the title compound.

1. customSince the starting material had not completely reacted
2. filtrationA white precipitate was filtered off
3. customthe filtrate was removed under reduced pressure to the point where no dioxane
4. additionAdditional water (75 mL) was then added to the aqueous layer
5. washthis aqueous mixture was washed with CH2Cl2 (3×75 mL)
6. dry with materialdried over magnesium sulfate
7. customto afford a yellow oil
8. customChromatographic (silica gel) purification of this material
9. washeluting with the 1:1, ethyl acetate