HRID1953049

反应详情

EQUATION

反应方程式

HRID 1953049 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

A solution of (3S,5R)-3-(4-benzyloxyphenyl)-5-(tert-butyldimethylsilanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (2.0 g, 3.91 mmol) in tetrahydrofuran (45 mL) was cooled in an ice bath. Aqueous 0.5M HCl solution (7.8 mL, 3.9 mmol) was added and the resulting mixture was allowed to warm to room temperature while stirring overnight. After a total reaction time of 24 hours, saturated aqueous NaHCO3 solution was added. The mixture was extracted twice with diethyl ether and the combined organic phases were washed with brine, dried over MgSO4 and concentrated to an oil. The title compound, a colorless oil (1.02 g, 65%), was isolated by flash chromatography on silica gel eluting with 50% ethyl acetate in hexane.

WORKUP

后处理

  1. extractionThe mixture was extracted twice with diethyl ether
  2. washthe combined organic phases were washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated to an oil