反应详情

温度

50 °C

To a 250 mL round-bottomed flask was added tert-butyl 2-bromothiazol-5-ylcarbamate (0.75 g, 2.69 mmol), DMF (26.9 mL, 2.69 mmol), and cesium carbonate (1.75 g, 5.37 mmol). The mixture was warmed to 50° C. and 1,1-dimethylethyl 4-((4-(trifluoromethyl)phenyl)methyl)-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide (1.13 g, 2.96 mmol, Scheme 1) was added slowly in 10 mL DMF. After 1 hour, the mixture was cooled, diluted with ether (100 mL) and washed with brine (3×50 mL). The organic layer was dried over sodium sulfate, evaporated onto a plug of silica gel and purified by chromatography through a Redi-Sep® pre-packed silica gel column (40 g), eluting with a gradient of 20% to 100% EtOAc in hexane, to provide the product (1.42 g, 91% yield) as a white amorphous solid. LCMS (API-ES) m/z (%): 582 (100%, M+H).

1. temperaturethe mixture was cooled
2. washwashed with brine (3×50 mL)
3. dry with materialThe organic layer was dried over sodium sulfate
4. customevaporated onto a plug of silica gel
5. custompurified by chromatography through a Redi-Sep® pre-packed silica gel column (40 g)
6. washeluting with a gradient of 20% to 100% EtOAc in hexane