HRID222839

反应详情

EQUATION

反应方程式

HRID 222839 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
60 °C

PROCEDURE

实验过程

A THF suspension (2 mL) containing sodium borohydride (39.2 mg, 0.96 mmol) was heated to 60° C., and ethyl (2R,3R)-2-octadecanoylamino-3-hydroxyoctadecanoate (300.0 mg, 0.49 mmol) synthesized in the same manner as Example 17 was added for 2.5 hours. After completion of the dropwise addition, the mixture was further stirred at 60° C. for 24 hours. After ethyl acetate and water were added thereto, the reaction mixture was stirred at 60° C. for 1 hour. After the organic layer was separated, the obtained organic layer was washed with saturated brine and dried with magnesium sulfate. The solvent was removed in reduced pressure. It was confirmed that 219.4 mg of the title compound was contained (yield: 78%). HPLC analysis was carried out to find that anti-form:syn-form was 81:19 and the optical purity of the anti-form was 99% ee.

WORKUP

后处理

  1. additionwas added for 2.5 hours
  2. additionAfter completion of the dropwise addition
  3. stirringthe reaction mixture was stirred at 60° C. for 1 hour
  4. customAfter the organic layer was separated
  5. washthe obtained organic layer was washed with saturated brine
  6. dry with materialdried with magnesium sulfate
  7. customThe solvent was removed in reduced pressure