反应 #7382

反应方程式

[((benzyloxy)carbonyl]amino}pentanedioate

lithium borohydride

→

title compound

收率 81.2%

Benzyl (1R)-4-hydroxy-1-(hydroxymethyl)butylcarbamate

收率 81.2%

溶剂

THF

THF

brine

water

反应条件

后处理

1. 1
   萃取extracted with ethyl acetate
2. 2
   洗涤The combined organic extracts were washed with brine
3. 3
   干燥dried (over magnesium sulphate)
4. 4
   浓缩concentrated under reduced pressure

实验过程

A solution of dimethyl (2R)-2-{[((benzyloxy)carbonyl]amino}pentanedioate (22.4 g) in dry THF (74 ml) was added dropwise over 1 h to a stirred mixture of lithium borohydride (4.5 g) in THF (200 ml) at room temperature, under nitrogen. Stirring at room temperature was continued for 3 days. The reaction mixture was diluted with brine and water, and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (over magnesium sulphate) and concentrated under reduced pressure to give the title compound (16.5 g) as a white solid.

来源