Reaktion #86312

ord-2386088e0d594ce9b04ac6f410532032

Reaktionsgleichung

CC(C)C[C@@H](NS(=O)(=O)c1ccccc1)C(=O)N1CC[C@H]1C(=O)OCc1ccccc1
N-benzenesulfonyl-D-leucyl-(S)-azetidine-2-carboxylic acid benzyl ester
[H][H]
hydrogen
→
CC(C)C[C@@H](NS(=O)(=O)c1ccccc1)C(=O)N1CC[C@H]1C(=O)O
solid
Ausbeute 99.0%
CC(C)C[C@@H](NS(=O)(=O)c1ccccc1)C(=O)N1CC[C@H]1C(=O)O
N-benzenesulfonyl-D-leucyl-(S)-azetidine-2-carboxylic acid
Ausbeute 99.0%

Edukte

CC(C)C[C@@H](NS(=O)(=O)c1ccccc1)C(=O)N1CC[C@H]1C(=O)OCc1ccccc1
N-benzenesulfonyl-D-leucyl-(S)-azetidine-2-carboxylic acid benzyl ester
[H][H]
hydrogen

Reagenzien

[C].[Pd]
palladium-carbon

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto react at room temperature for 3 h
  2. 2
    Filtrationfiltered
  3. 3
    Einengenconcentrated under reduced pressure
  4. 4
    Sonstigeto remove the solvent

Vorschrift

N-benzenesulfonyl-D-leucyl-(S)-azetidine-2-carboxylic acid benzyl ester (667 mg) was dissolved in methanol (10 ml), and 10% palladium-carbon (80 mg) was added. The resulting mixture aerated with hydrogen was allowed to react at room temperature for 3 h, filtered and concentrated under reduced pressure to remove the solvent to give a white foam-like solid (520 mg, 99%), which was directly used for the next reaction.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09434760B2uspto-grants-2016_09