反应详情

温度

25 °C

A solution containing the product from Example 3G (2.4 g, 10.43 mmol) in dichloromethane (24 mL) was treated with the product from Example 15A (1.3 g, 10.74 mmol) and MgSO4 (4.6 g, 38.21 mmol), stirred at 25° C. for 2.5 hours, filtered and concentrated. A solution of the residue in methanol (24 mL) at 0° C. was treated with sodium borohydride (0.5 g, 13.2 mmol), and stirred at 25° C. for 3 hours. The solvent was concentrated and the reaction was partitioned between ethyl acetate and saturated NaHCO3, and the organic phase was washed with brine and dried over MgSO4, filtered and concentrated. A solution of the residue (3.4 g) in 1,2 dichloroethane (30 mL was treated with bis(4-nitrophenyl) carbonate (3.8 g, 12.5 mmol), heated at 60° C. for 16 hours, and partitioned between ethyl acetate and saturated NaHCO3. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with ethyl acetate to give the title compound (2.31 g, 60% yield).

1. filtrationfiltered
2. concentrationconcentrated
3. stirringstirred at 25° C. for 3 hours
4. concentrationThe solvent was concentrated
5. customthe reaction was partitioned between ethyl acetate and saturated NaHCO3
6. washthe organic phase was washed with brine
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated
10. temperatureheated at 60° C. for 16 hours
11. custompartitioned between ethyl acetate and saturated NaHCO3
12. washThe organic phase was washed with brine
13. dry with materialdried over MgSO4
14. filtrationfiltered
15. concentrationconcentrated
16. customThe residue was chromatographed on silica gel eluting with ethyl acetate