HCID 10318924, compound → HCID 86757308, compound

HRID 651800Notes

Reaction equation

HRID 651800 reaction equation
[OH:1][NH:2][C:3]([C@H:5]([C@@H:15]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:16]([NH:18][N:19]1[CH2:23][C:22](=[O:24])[NH:21][C:20]1=[O:25])=[O:17])[CH2:6]/[CH:7]=[CH:8]/[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:4]>C(O)(=O)C.[Pt](=O)=O>[CH:9]1([CH2:8][CH2:7][CH2:6][C@@H:5]([C@@H:15]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:16]([NH:18][N:19]2[CH2:23][C:22](=[O:24])[NH:21][C:20]2=[O:25])=[O:17])[C:3](=[O:4])[NH:2][OH:1])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 1

HCID 10318924HCID 10318924, compound

Product 1

HCID 86757308HCID 86757308, compoundYield 57.1%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 0.134 g of (E)-2(R)-[1(S)-(hydroxycarbamoyl)-4-phenyl-3-butenyl]-4-methyl-N-(2,4-dioxo-1-imidazolidinyl)valeramide (prepared as described in Example 35) in 10 ml of acetic acid was hydrogenated for 1.66 hours in the presence of 0.015 g of platinum (IV) oxide. The catalyst was removed by filtration and evaporation gave a residue which was triturated with diethyl ether to give 0.078 g of 2(R)-[4-cyclohexyl-1(S)-(hydroxycarbamoyl)butyl]-4-methyl-N-(2,4-dioxo-1-imidazolidinyl)valeramide in the form of a white solid.

Workup

  1. customThe catalyst was removed by filtration and evaporation
  2. customgave a residue which
  3. customwas triturated with diethyl ether

Sources & evidence

ORD record
ord-b79fdb16af7d45ad8e870b1e9c9e3d6d
Source dataset
uspto-grants-2001_08
Patent number
US06281363B1

Reaction notes

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