反应详情

A dichloromethane solution (100 mL) of the alcohol (47.8 g) from Step 3 was added to a −70° C. solution of (diethylamino)sulfur trifluoride (48.5 g) in dichloromethane (500 mL). The mixture was warmed to room temperature and stirred for 1 hour. The mixture was then carefully added to a 0° C. mixture of saturated aqueous NaHCO3 (800 mL). The organic layer was separated and washed with saturated aqueous NaHCO3. The aqueous was further extracted with dichloromethane (100 mL) and the combined dichloromethane layers were dried and concentrated. The residue was purified by chromatography on SiO2 using ethyl acetate and hexanes (1:5) followed by ethyl acetate to yield (4S)-4-(2-fluoro-2-methylpropyl)-1,3-oxazolidin-2-one.

1. additionThe mixture was then carefully added to a 0° C.
2. customThe organic layer was separated
3. washwashed with saturated aqueous NaHCO3
4. extractionThe aqueous was further extracted with dichloromethane (100 mL)
5. dry with materialthe combined dichloromethane layers were dried
6. concentrationconcentrated
7. customThe residue was purified by chromatography on SiO2