((2(S)-Benzoylamino-3-methylbutyryl)-(3-nitrobenzyl)amino)acetic Acid Ethyl Ester → ((2(S)-Benzoylamino-3-methylbutyryl)-(3-aminobenzyl)amino)acetic Acid Ethyl Ester

HRID 1456669Notes

Reaction equation

HRID 1456669 reaction equation
[CH2:1]([O:3][C:4](=[O:32])[CH2:5][N:6]([C:17](=[O:31])[C@@H:18]([NH:22][C:23](=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH:19]([CH3:21])[CH3:20])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-])=O)[CH:9]=1)[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4](=[O:32])[CH2:5][N:6]([C:17](=[O:31])[C@@H:18]([NH:22][C:23](=[O:30])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[CH:19]([CH3:21])[CH3:20])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([NH2:14])[CH:9]=1)[CH3:2]

Participants

4

Reactant 1

HCID 54107516((2(S)-Benzoylamino-3-methylbutyryl)-(3-nitrobenzyl)amino)acetic Acid Ethyl Ester

Product 1

HCID 54307894((2(S)-Benzoylamino-3-methylbutyryl)-(3-aminobenzyl)amino)acetic Acid Ethyl EsterYield 98.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of compound 734 (1.5 g, 3.4 mmol) and 10% Pd/C (150 mg) in MeOH (35 mL) was placed under H2 (1 atm) and stirred until the reduction was complete. The H2 was replaced with nitrogen and the reaction filtered. The filtrate was concentrated to provide 1.38 g of compound 735. ##STR114##

Workup

  1. filtrationthe reaction filtered
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-4d90137a936e4b6291b72b8a97cb3c3f
Source dataset
uspto-grants-1998_12
Patent number
US05843904

Reaction notes

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