HRID906921

反应详情

EQUATION

反应方程式

HRID 906921 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
45 °C

PROCEDURE

实验过程

(RS)-1-[(3SR,4RS)-1-Benzyl-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanol (123 mg. 0.256 mmol) and PPh3 (PPh3 polymer bound, 3 mmol PPh3/g resin) (125 mg, 0.38 mmol) were suspended in THF (3 mL). To the mixture were added 5-chloro-pyridin-2-ol (50 mg, 0.384 mmol) and then DBAD (0.088 g, 0.384 mmol). The reaction mixture was stirred at 45° C. over night. The mixture was diluted with ethyl acetate and filtered on celite and concentrated under vacuo. The residue was purified by column chromatography (SiO2, EtOAc/H, 1:15) yielded 108 mg (72%) of the title compound as a colorless oil. ES-MS m/e: 593.3 (M+H+).

WORKUP

后处理

  1. filtrationfiltered on celite
  2. concentrationconcentrated under vacuo
  3. customThe residue was purified by column chromatography (SiO2, EtOAc/H, 1:15)