反应详情

温度

0 °C

A solution of tert-butyl ((3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta-[d][1,3]dioxol-4-yl)carbamate (7.0 g, 25.6 mmol) in dry DMF (70 mL) under nitrogen atmosphere was cooled at 0° C. followed by addition of NaH (60%, 1.3 g, 30.7 mmol). After stirring for 30 min at 0° C., 2-(tert-butoxy)ethyl 4-methylbenzenesulfonate (7.0 g, 25.6 mmol) was added and the reaction mixture was allowed to warm at room temperature. After stirring for 4 hours, the reaction mixture was quenched with water (70 mL). To the mixture was extracted 3×100 mL of n-hexane. The combined organic phases were dried over MgSO4, filtered and evaporated to the dryness. The pure IIId was isolated from reaction mixture by chromatography on silica gel column (mobile phase: n-hexane/EtOAc).

1. temperatureto warm at room temperature
2. stirringAfter stirring for 4 hours
3. customthe reaction mixture was quenched with water (70 mL)
4. extractionTo the mixture was extracted 3×100 mL of n-hexane
5. dry with materialThe combined organic phases were dried over MgSO4
6. filtrationfiltered
7. customevaporated to the dryness
8. customThe pure IIId was isolated from reaction mixture by chromatography on silica gel column (mobile phase: n-hexane/EtOAc)