Reaction #1340608

Reaction equation

(3S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-isopropenylpyrrolidine

hydrogen

→

(35)-3-(tert-Butoxycarbonyl)amino-4-isopropylpyrrolidine

Solvents

methanol

Conditions

Workup

1. 1
   FiltrationAfter filtration
2. 2
   workup.ADDITIONa 10% palladium carbon catalyst (300 mg) was added again to the filtrate
3. 3
   FiltrationAfter filtration
4. 4
   Concentrationthe filtrate was concentrated under reduced pressure

Procedure

A 10% palladium carbon catalyst (300 mg) was added to a solution of (3S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-isopropenylpyrrolidine (300 mg, 832 μmol) in methanol (10 mL), and the resultant mixture was stirred in a hydrogen atmosphere under an ordinary pressure for 2 hours. After filtration, a 10% palladium carbon catalyst (300 mg) was added again to the filtrate, followed by stirring in a hydrogen atmosphere under an ordinary pressure for 1 hour. After filtration, the filtrate was concentrated under reduced pressure, to thereby yield (3S)-3-(tert-butoxycarbonyl)amino-4-isopropylpyrrolidine as a colorless amorphous (172 mg, quantitative amount).

Source