Réaction #1340601

ord-54c2227300f8463794d9e18b81498ad6

Équation de réaction

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

Réactifs

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

Réactifs

[C].[Pd]
palladium carbon

Solvants

CO
methanol

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    FiltrationAfter filtration
  2. 2
    Concentrationthe filtrate was concentrated under reduced pressure

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08455482B2uspto-grants-2013_06