Reaktion #61706

ord-638d3ba30c6744d7871498b140f07435

Reaktionsgleichung

C[C@@H](C(=O)N1CCOCC1)N1CC[C@H](NC(=O)OCc2ccccc2)C1=O
benzyl(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate
→
C[C@@H](C(=O)N1CCOCC1)N1CC[C@H](N)C1=O
title compound
Ausbeute 95.7%
C[C@@H](C(=O)N1CCOCC1)N1CC[C@H](N)C1=O
(3S)-3-Amino-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]pyrrolidin-2-one
Ausbeute 95.7%

Edukte

C[C@@H](C(=O)N1CCOCC1)N1CC[C@H](NC(=O)OCc2ccccc2)C1=O
benzyl(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate

Reagenzien

[Pd]
palladium on carbon

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe reaction mixture was filtered through Celite™
  2. 2
    Einengenthe filtrate was concentrated under reduced pressure

Vorschrift

A mixture of benzyl(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate (20 g), 10% palladium on carbon (2 g) and ethanol (1.3 l) was stirred under an atmosphere of hydrogen for 16h. The reaction mixture was filtered through Celite™ and the filtrate was concentrated under reduced pressure to give the title compound (12.3 g) as a pale white oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07429587B2uspto-grants-2008_09