Reacción #1340602

Ecuación de reacción

(3S,4S) -1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-propylpyrrolidine

hydrogen

→

title compound

(3S,4S)-3-(tert-Butoxycarbonyl)amino-4-propylpyrrolidine

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroInsoluble matter was removed through filtration by use of Celite
2. 2
   Otroethanol was removed under reduced pressure
3. 3
   workup.DISSOLUTIONThe residue was dissolved in diethyl ether (200 mL)
4. 4
   Lavadothe solution was washed by a 1 mol/L aqueous sodium hydroxide solution (100 mL)
5. 5
   Secadoby drying over anhydrous sodium sulfate
6. 6
   FiltraciónAfter filtration
7. 7
   Concentraciónthe filtrate was concentrated under reduced pressure

Procedimiento

A mixture of (3S,4S) -1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-propylpyrrolidine (4.02 g, 11.09 mmol) and a 10% palladium carbon catalyst (1.0 g) in ethanol (100 mL) was stirred hard for 20 hours under an ordinary pressure in a hydrogen atmosphere. Insoluble matter was removed through filtration by use of Celite, and then ethanol was removed under reduced pressure. The residue was dissolved in diethyl ether (200 mL), and the solution was washed by a 1 mol/L aqueous sodium hydroxide solution (100 mL), followed by drying over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, to thereby yield the title compound as a colorless oily substance (2.34 g, 92.4%).

Fuente