HRID1769436

反应详情

EQUATION

反应方程式

HRID 1769436 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

A mixture of L-leucyl-L-tryptophan benzyl ester (408 mg) and 3-(1-naphthyl)propionaldehyde (220 mg) in toluene (10 ml) was heated to reflux in a Dean-Stark apparatus for 2 hours. After cooling, dibenzyl phosphite (252 mg) and acetonitrile (10 ml) were added to the mixture and the resulting solution was stirred at 100° C. for 16 hours. After being cooled to room temperature, the mixture was concentrated under reduced pressure. The residue was separated and purified by silica gel chromatography (chloroform:ethyl acetate=5:1) to give two diastereomers of the title compound as colorless oil (a: 58 mg, b: 95 mg).

WORKUP

后处理

  1. temperaturewas heated
  2. temperatureto reflux in a Dean-Stark apparatus for 2 hours
  3. temperatureAfter cooling
  4. temperatureAfter being cooled to room temperature
  5. concentrationthe mixture was concentrated under reduced pressure
  6. customThe residue was separated
  7. custompurified by silica gel chromatography (chloroform:ethyl acetate=5:1)