反应详情

A mixture of tert-butyl [(1S)-2-hydroxy-1-methylethyl]carbamate (10.0 g), tosyl chloride (12.0 g) and pyridine (100 mL) was stirred for 30 min under ice-cooling, and at room temperature for 2 hr. Tosyl chloride (6.0 g) was further added to the reaction mixture, and the mixture was stirred at room temperature overnight. 0.5M Hydrochloric acid was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound as a white solid (13.5 g).

1. temperaturecooling
2. waitat room temperature for 2 hr
3. stirringthe mixture was stirred at room temperature overnight
4. extractionthe mixture was extracted with ethyl acetate
5. washThe obtained organic layer was washed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. customThe solvent was evaporated under reduced pressure
8. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate)