HRID561765

反应详情

EQUATION

反应方程式

HRID 561765 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

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

  1. additionwas slowly added a solution
  2. extractionextracted into ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified on silica gel
  8. washeluted with hexanes-ethyl acetate (3:1)