反应详情

温度

50 °C

To a stirring solution consisting of (Z)-7-((1R,2S,3S,5S)-2-((tert-butyldiphenylsilyloxy)methyl)-3-fluoro-5-hydroxycyclopentyl)hept-5-enoic acid (prepared in Step C, 30.8 g, 61.6 mmol) in anhydrous DMF (1.2 L) was added cesium carbonate (30.0 g, 92.4 mmol) followed by iodopropane (22 g, 13 mL, 130 mmol). The reaction mixture was heated to 50° C. and stirred for 1.5 hours, monitoring by TLC. The reaction mixture was acidified with 5% KHSO4, extracted with ethyl acetate, washed with brine, dried over sodium sulfate, filtered and evaporated. The crude product was purified on silica gel, eluted with hexanes-ethyl acetate (4:1) to afford the title intermediate (28.6 g, 86%).

1. extractionextracted with ethyl acetate
2. washwashed with brine
3. dry with materialdried over sodium sulfate
4. filtrationfiltered
5. customevaporated
6. customThe crude product was purified on silica gel
7. washeluted with hexanes-ethyl acetate (4:1)