HCID 86756973, compound → HCID 86756972, compound

HRID 1979260Notes

Reaction equation

HRID 1979260 reaction equation
[C:1]([NH:9][CH2:10][CH2:11][C@@H:12]([C@@H:24]([CH2:41][CH:42]([CH3:44])[CH3:43])[C:25]([NH:27][N:28]([C:33](=[O:40])[CH2:34][N:35]1[CH:39]=[CH:38][N:37]=[CH:36]1)[CH2:29][CH:30]([CH3:32])[CH3:31])=[O:26])[C:13](=[O:23])[NH:14][O:15]CC1C=CC=CC=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[Pd]>[C:1]([NH:9][CH2:10][CH2:11][C@@H:12]([C@@H:24]([CH2:41][CH:42]([CH3:44])[CH3:43])[C:25]([NH:27][N:28]([C:33](=[O:40])[CH2:34][N:35]1[CH:39]=[CH:38][N:37]=[CH:36]1)[CH2:29][CH:30]([CH3:32])[CH3:31])=[O:26])[C:13](=[O:23])[NH:14][OH:15])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 86756973HCID 86756973, compound

Product 1

HCID 86756972HCID 86756972, compoundYield 85.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.420 g of 2(R)-[3-benzamido-1(S)-(benzyloxycarbamoyl)propyl]-2′-[2-(1H-imidazol-1-yl)acetyl]-2′-isobutyl-4-methylvalerohydrazide in 5 ml of methanol was hydrogenated in the presence of 0.126 g of 5% palladium-on-carbon for 12 hours. The catalyst was removed by filtration and the solvent was evaporated. The residue was triturated with diethyl ether to give 0.304 g of 2(R)-[3-benzamido-1(S)-(hydroxycarbamoyl)propyl]-2′-[2-(1H-imidazol-1-yl)acetyl]-2′-isobutyl-4-methylvalerohydrazide in the form of a white solid.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated
  3. customThe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-56ba7807a475491881af21f399ed5e78
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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