HRID1055574

反应详情

EQUATION

反应方程式

HRID 1055574 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

To a solution of (2R,3S,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[(2,3-difluoro-4-methoxy-phenyl)methyl]phenyl]-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-2-carbaldehyde 21m (0.52 g, 0.68 mmol) in methanol (20 mL) was added sodium borohydride (52 mg, 1.37 mmol) at 0° C. The mixture was warmed up to room temperature and stirred for 4 hours. The reaction mixture was quenched with saturated aqueous ammonium chloride (15 mL) and 20 mL of water was added. The mixture was extracted with ethyl acetate (20 mL×4). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound 21n as light yellow oil (0.52 g, 100%). This material was not further purified

WORKUP

后处理

  1. customThe reaction mixture was quenched with saturated aqueous ammonium chloride (15 mL) and 20 mL of water
  2. additionwas added
  3. extractionThe mixture was extracted with ethyl acetate (20 mL×4)
  4. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo