反应详情

温度

50 °C

A solution containing the product from Example 3G (1.81 g, 7.9 mmol) in a mixture of benzene (8 mL) and methanol (8 mL) was treated with the product from Example 11B (1.0 g, 7.9 mmol), stirred at 50° C. for 1 hour, cooled to 25° C. and treated with sodium borohydride (0.60 g, 15.7 mmol), stirred at 25° C. for 1 hour, quenched with sodium bicarbonate solution and partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated. A solution of the residue (7.9 mmol) in toluene (16 mL) was treated with bis(4-nitrophenyl) carbonate (2.87 g, 9.4 mmol), stirred at reflux for 16 hours, cooled to 25° C. and partitioned between ethyl acetate and 10% K2CO3. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with 1% methanol in chloroform to give the title compound (2.0 g, 69% yield).

1. temperaturecooled to 25° C.
2. stirringstirred at 25° C. for 1 hour
3. customquenched with sodium bicarbonate solution
4. custompartitioned between ethyl acetate and water
5. washThe organic phase was washed with brine
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated
9. stirringstirred
10. temperatureat reflux for 16 hours
11. temperaturecooled to 25° C.
12. custompartitioned between ethyl acetate and 10% K2CO3
13. washThe organic phase was washed with brine
14. dry with materialdried over Na2SO4
15. filtrationfiltered
16. concentrationconcentrated
17. customThe residue was chromatographed on silica gel eluting with 1% methanol in chloroform