تفاعل #7382

معادلة التفاعل

[((benzyloxy)carbonyl]amino}pentanedioate

lithium borohydride

→

title compound

المردود 81.2%

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

المردود 81.2%

المذيبات

THF

THF

brine

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate
2. 2
   غسيلThe combined organic extracts were washed with brine
3. 3
   تجفيفdried (over magnesium sulphate)
4. 4
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

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.

المصدر