Reaktion #11960

ord-ef91b828fa474015a55771cdc907c24a

Reaktionsgleichung

CC(C)(C)OC(=O)N(CCCC[C@H](NC(=O)c1ccc(CNC(=O)OCc2ccccc2)cc1)C(=O)O)Cc1ccccn1
compound
CC(C)(C)OC(=O)N(CCCC[C@H](NC(=O)c1ccc(CNC(=O)OCc2ccccc2)cc1)C(=O)O)Cc1ccccn1
(S)-2((4-(N-Cbz)aminomethylbenzoyl)amino)-5-(N-Boc-2-picolylaminomethyl)valeric acid
→
CC(C)(C)OC(=O)N(CCCC[C@H](NC(=O)c1ccc(CN)cc1)C(=O)O)Cc1ccccn1
title compound
Ausbeute 64.3%
CC(C)(C)OC(=O)N(CCCC[C@H](NC(=O)c1ccc(CN)cc1)C(=O)O)Cc1ccccn1
(S)-2-((4-aminomethylbenzoyl)amino)-5-(N-Boc-2-picolylaminomethyl)valeric acid
Ausbeute 64.3%

Edukte

CC(C)(C)OC(=O)N(CCCC[C@H](NC(=O)c1ccc(CNC(=O)OCc2ccccc2)cc1)C(=O)O)Cc1ccccn1
compound
CC(C)(C)OC(=O)N(CCCC[C@H](NC(=O)c1ccc(CNC(=O)OCc2ccccc2)cc1)C(=O)O)Cc1ccccn1
(S)-2((4-(N-Cbz)aminomethylbenzoyl)amino)-5-(N-Boc-2-picolylaminomethyl)valeric acid

Reagenzien

[Pd]
Pd—C

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter the reaction
  2. 2
    Sonstigethe catalyst was removed by filtration and solvent
  3. 3
    Sonstigewas removed by distillation
  4. 4
    SonstigeThe residue was dried under vacuum

Vorschrift

The compound obtained in Example 41-4 (0.02 g) was dissolved in methanol (0.5 ml). After the addition of 10% Pd—C (0.02 g), the mixture was stirred for 2 hours under hydrogen atmosphere at room temperature. After the reaction, the catalyst was removed by filtration and solvent was removed by distillation. The residue was dried under vacuum to obtain the title compound (0.01 g) as colorless oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07098215B2uspto-grants-2006_08