Reaction #82386

Reaction equation

N2 [3(S)-(benzyloxyformamido)-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-4(S)-hydroxy-L-prolinamide

→

N2 [3(S)-amino-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-4(S)-hydroxy-L-prolinamide

Yield 98.6%

Solvents

ethanol

Conditions

Workup

1. 1
   FiltrationThe catalyst was filtered off
2. 2
   Otherthe filtrate was evaporated

Procedure

0.11 g of N2 -[3(S)-(benzyloxyformamido)-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-4(S)-hydroxy-L-prolinamide was dissolved in 10 ml of ethanol and hydrogenated over 20 mg of 10% palladium-on-carbon at room temperature and under atmospheric pressure for 2 hours. The catalyst was filtered off and the filtrate was evaporated to give 0.08 g of N2 -[3(S)-amino-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-4(S)-hydroxy-L-prolinamide as a gum which was used without further purification.

Source