反応 #7382

反応方程式

[((benzyloxy)carbonyl]amino}pentanedioate

lithium borohydride

→

title compound

収率 81.2%

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

収率 81.2%

溶媒

THF

THF

brine

water

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate
2. 2
   洗浄The combined organic extracts were washed with brine
3. 3
   乾燥dried (over magnesium sulphate)
4. 4
   濃縮concentrated under reduced pressure

実験手順

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.

出典