反应详情

A solution of Example 4B (760 mg, 2.550 mmol) in THF (10 mL) at room temperature was treated with 5M BH3/dimethylsulfide in diethyl ether (2.55 mL, 12.752 mmol), stirred for 24 hours, treated with 3N aqueous HCl (10 mL), heated to reflux for 1 hour, and partitioned between ethyl acetate and 1N NaOH. The aqueous layer was extracted with ethyl acetate (3×50 mL) and the combined extracts were dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5% 2N NH3 in methanol/dichloromethane to provide the desired product (565 mg, 78%).

1. temperatureheated
2. temperatureto reflux for 1 hour
3. custompartitioned between ethyl acetate and 1N NaOH
4. extractionThe aqueous layer was extracted with ethyl acetate (3×50 mL)
5. dry with materialthe combined extracts were dried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated
8. customThe concentrate was purified by flash column chromatography on silica gel with 5% 2N NH3 in methanol/dichloromethane