HCID 178472447, compound → HCID 178472448, compound

HRID 1613494Notes

Reaction equation

HRID 1613494 reaction equation
[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][C:13]([C:15]2([CH2:20][CH:21]([CH:25]3[CH2:30][CH2:29][CH2:28][CH:27]=[CH:26]3)[C:22]([OH:24])=[O:23])[CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:14])[CH2:8][CH2:7]1)=[O:5])[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:7][CH2:8][C@H:9]([NH:12][C:13]([C:15]2([CH2:20][CH:21]([CH:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)[C:22]([OH:24])=[O:23])[CH2:16][CH2:17][CH2:18][CH2:19]2)=[O:14])[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 178472447HCID 178472447, compound

Product 1

HCID 178472448HCID 178472448, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-{1-[(cis-4-Ethoxycarbonyl-cyclohexyl)carbamoyl]-cyclopentyl}-2-(cyclohex-2-enyl)propanoic acid (185 mg, 0.441 mmol) was dissolved in absolute ethanol (50 ml) and hydrogenated at 50 p.s.i. (3.45 bar) over 5% palladium on charcoal (10 mg) as catalyst. The solution was filtered and the solvent evaporated to give the title compound as a colourless gum (180 mg, 97%). Found: C,65.56; H,9.05; N,3.31. C24H39NO5.H2O requires C,65.57; H,9.39; N,3.18%.

Workup

  1. filtrationThe solution was filtered
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-02998e19ddb244cfb5b35b52b07d9728
Source dataset
uspto-grants-1993_03
Patent number
US05192800

Reaction notes

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