HCID 86757329, compound → HCID 86757328, compound

HRID 651821Notes

Reaction equation

HRID 651821 reaction equation
[CH2:1]([N:8]1[C@@H:12]([CH2:13][OH:14])[C:11](=[O:15])[N:10]([NH:16][C:17](=[O:44])[C@@H:18]([C@@H:23]([C:33](=[O:43])[NH:34][O:35]CC2C=CC=CC=2)[CH2:24]/[CH:25]=[CH:26]/[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:19][CH:20]([CH3:22])[CH3:21])[C:9]1=[O:45])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[Pd]>[CH2:1]([N:8]1[C@@H:12]([CH2:13][OH:14])[C:11](=[O:15])[N:10]([NH:16][C:17](=[O:44])[C@@H:18]([C@@H:23]([C:33](=[O:43])[NH:34][OH:35])[CH2:24][CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:19][CH:20]([CH3:22])[CH3:21])[C:9]1=[O:45])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 86757329HCID 86757329, compound

Product 1

HCID 86757328HCID 86757328, compoundYield 30.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.077g of (E)-N-[3-benzyl-4(S)-(hydroxymethyl)-2,5-dioxo-1-imidazolidinyl]-2(R)-[1(S)-(benzyloxycarbamoyl)-4-phenyl-3-butenyl]-4-methylvaleramide in 10 ml of methanol was hydrogenated in the presence of 0.010 g of 10% palladium-on-carbon for 3 hours. The catalyst was removed by filtration and evaporation followed by trituration with diethyl ether gave 0.020 g of N-[3-benzyl-4(S)-(hydroxymethyl)-2,5-dioxo-1-imidazolidinyl]-2(R)-[1(S)-(hydroxycarbamoyl)-4-phenylbutyl]-4-methylvaleramide in the form of a white solid.

Workup

  1. customThe catalyst was removed by filtration and evaporation

Sources & evidence

ORD record
ord-4fde102abddf4999acbadbaf1325dc04
Source dataset
uspto-grants-2001_08
Patent number
US06281363B1

Reaction notes

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