反应详情

温度

60 °C

Sodium borohydride (0.213 g, 5.77 mmoles) was added to a solution of Example 1A (0.7 g, 2.92 mmoles) in methanol (3 mL) and tetrahydrofuran (3 mL) and stirred at 60° C. for two hours. The reaction was cooled to 0° C. and O-phosphoric acid (1.6 g, 17.4 mmoles) was added and stirred. The reaction was filtered through a pad of celite, rinsed with methanol, and concentrated under vacuo. The crude oil was taken up in ethyl acetate (25 mL) and washed with water (25 mL). The organic layer was dried with MgSO4, filtered and evaporated in vacuo. The resulting oil was taken up in N,N-dimethylformamide (4 mL) and imidazole (391 g, 5.76 mmoles) and Tert-butyl-chloro-dimethyl-silane (583 g, 3.88 mmoles) were added and stirred for three hours. The reaction was diluted with ethyl acetate (40 mL) and washed with water (50 mL) and brine (25 mL). The organic layer was dried with MgSO4 filtered and evaporated in vacuo. The crude product was purified by flash chromatography (hexanes:ethyl acetate 95:5 to 75:25) to give the title compound as a colorless oil.

1. temperatureThe reaction was cooled to 0° C.
2. stirringstirred
3. filtrationThe reaction was filtered through a pad of celite
4. washrinsed with methanol
5. concentrationconcentrated under vacuo
6. washwashed with water (25 mL)
7. dry with materialThe organic layer was dried with MgSO4
8. filtrationfiltered
9. customevaporated in vacuo
10. stirringstirred for three hours
11. washwashed with water (50 mL) and brine (25 mL)
12. dry with materialThe organic layer was dried with MgSO4
13. filtrationfiltered
14. customevaporated in vacuo
15. customThe crude product was purified by flash chromatography (hexanes:ethyl acetate 95:5 to 75:25)