HRID561765
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
产物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a stirring solution consisting of (Z)-isopropyl 7-((1R,2S,3S,5S)-2-((tert-butyldiphenylsilyloxy)methyl)-3-fluoro-5-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl)hept-5-enoate (prepared in Step E, 2.7 g, 52 mmol) in anhydrous THF (500 mL) was slowly added a solution consisting of 1 M TBAF in THF (157 mL). The reaction mixture was stirred for 4 hours, monitoring by TLC. The reaction mixture was acidified with 5% KHSO4, extracted into ethyl acetate, washed with brine, and dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified on silica gel, eluted with hexanes-ethyl acetate (3:1) to afford the title intermediate 12.94 g, 64%).
WORKUP
后处理
- additionwas slowly added a solution
- extractionextracted into ethyl acetate
- washwashed with brine
- dry with materialdried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe crude product was purified on silica gel
- washeluted with hexanes-ethyl acetate (3:1)