Reacción #1340601

ord-54c2227300f8463794d9e18b81498ad6

Ecuación de reacción

CC[C@H]1CN(C(=O)OCc2ccccc2)C[C@H]1NC(=O)OC(C)(C)C
(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-ethylpyrrolidine
[H][H]
hydrogen
→
CC[C@H]1CNC[C@H]1NC(=O)OC(C)(C)C
title compound
CC[C@H]1CNC[C@H]1NC(=O)OC(C)(C)C
(3S,4S)-3-(tert-Butoxycarbonyl)amino-4-ethylpyrrolidine

Reactantes

CC[C@H]1CN(C(=O)OCc2ccccc2)C[C@H]1NC(=O)OC(C)(C)C
(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-ethylpyrrolidine
[H][H]
hydrogen
—
resultant mixture

Reactivos

[C].[Pd]
palladium carbon

Disolventes

CO
methanol

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónAfter filtration
  2. 2
    Concentraciónthe filtrate was concentrated under reduced pressure

Procedimiento

A 10% palladium carbon catalyst (50 mg) was added to a solution of (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-ethylpyrrolidine (514 mg, 1.48 mmol) in methanol (15 mL). The resultant mixture was stirred at room temperature for 2 hours under an ordinary pressure in a hydrogen atmosphere. After filtration, the filtrate was concentrated under reduced pressure, to thereby yield the title compound as a colorless oily substance (324 mg, quantitative amount).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08455482B2uspto-grants-2013_06