HCID 86756962, compound → HCID 86756961, compound

HRID 1979251Notes

Reaction equation

HRID 1979251 reaction equation
C([O:8][NH:9][C:10]([C@H:12]([C@@H:21]([CH2:40][CH:41]([CH3:43])[CH3:42])[C:22]([NH:24][N:25]([CH2:36][CH:37]([CH3:39])[CH3:38])[C:26](=[O:35])[CH2:27][C:28]([C:30]1[NH:31][CH:32]=[CH:33][N:34]=1)=[O:29])=[O:23])[CH2:13][CH2:14][CH2:15][CH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1)=[O:11])C1C=CC=CC=1>CO.[Pd]>[CH:16]1([CH2:15][CH2:14][CH2:13][C@@H:12]([C@@H:21]([CH2:40][CH:41]([CH3:43])[CH3:42])[C:22]([NH:24][N:25]([CH2:36][CH:37]([CH3:39])[CH3:38])[C:26](=[O:35])[CH2:27][C:28]([C:30]2[NH:31][CH:32]=[CH:33][N:34]=2)=[O:29])=[O:23])[C:10](=[O:11])[NH:9][OH:8])[CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

4

Reactant 1

HCID 86756962HCID 86756962, compound

Product 1

HCID 86756961HCID 86756961, compoundYield 75.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.130 g of 2(R)-[1(S)-(N-benzyloxycarbamoyl)-4-cyclopentylbutyl]-2′-isobutyl-2′-[2-(imidazoyl)acetyl]-4-methylvalerohydrazide in 3 ml of methanol was hydrogenated in the presence of 0.040 g of 5% palladium-on-carbon for 4 hours. Filtration and evaporation gave a residue which was triturated with diethyl ether. Filtration gave 0.083 g of 2(R)-[4-cyclopentyl-1(S)-(hydroxycarbamoyl)butyl]-2′-isobutyl-2′-[2-(imidazoyl)acetyl]-4-methylvalerohydrazide in the form of a white solid.

Workup

  1. filtrationFiltration and evaporation
  2. customgave a residue which
  3. customwas triturated with diethyl ether
  4. filtrationFiltration

Sources & evidence

ORD record
ord-2374b429ad00433ea02f09fbf79cfaf5
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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