Реакция #1340601

ord-54c2227300f8463794d9e18b81498ad6

Уравнение реакции

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

Реактанты

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

Реагенты

[C].[Pd]
palladium carbon

Растворители

CO
methanol

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияAfter filtration
  2. 2
    Концентрированиеthe filtrate was concentrated under reduced pressure

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08455482B2uspto-grants-2013_06