反应详情

温度

25 °C

Dissolved the product of Example 105A (322 mg, 0.588 mmol) in anhydrous THF (5 mL) under nitrogen, added 1M TBAF in THF (1.322 mL, 1.322 mmol), and stirred at 25° C. for 30 min. The reaction darkened immediately upon addition and remained a brown color throughout the reaction. Removed solvent by rotary evaporation, dissolved the residue in Et2O (50 mL), washed with H2O (2×25 mL) and brine (25 mL), dried the organic phase over anhydrous MgSO4, filtered, and concentrated by rotary evaporation to a light tan foam (289 mg). Purified by flash chromatography (silica gel, 3.8 cm×14 cm, 20% CH2Cl2/hexanes) to the title compound as a light yellow foam (176 mg, 74%) as a mixture of stereoisomers. MS (ESI+) m/z 404 (M+H)+.

1. additionThe reaction darkened immediately upon addition
2. customthroughout the reaction
3. customRemoved solvent by rotary evaporation
4. dissolutiondissolved the residue in Et2O (50 mL)
5. washwashed with H2O (2×25 mL) and brine (25 mL)
6. dry with materialdried the organic phase over anhydrous MgSO4
7. filtrationfiltered
8. concentrationconcentrated by rotary evaporation to a light tan foam (289 mg)
9. customPurified by flash chromatography (silica gel, 3.8 cm×14 cm, 20% CH2Cl2/hexanes) to the title compound as a light yellow foam (176 mg, 74%) as a mixture of stereoisomers