HCID 12004033, compound → HCID 12004034, compound

HRID 500067Notes

Reaction equation

HRID 500067 reaction equation
[CH2:1]([C:5]1[CH2:10][CH2:9][CH:8]([NH:11][C:12](=[O:23])[CH2:13][C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([O:21][CH3:22])[CH:15]=2)[CH2:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]>C(O)C.[Pd]>[CH2:1]([CH:5]1[CH2:10][CH2:9][CH:8]([NH:11][C:12](=[O:23])[CH2:13][C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([O:21][CH3:22])[CH:15]=2)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 12004033HCID 12004033, compound

Product 1

HCID 12004034HCID 12004034, compoundYield 80.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The compound (180 mg) of Example 1 was dissolved in ethanol (7 ml), 10% palladium/carbon (50 mg) was added to the solution, and the mixture was hydrogenated at 25° C. The catalyst was removed by filtration from the reaction mixture, and the solvent was evaporated under reduced pressure. The residue was purified by a silica gel chromatography (eluent: chloroform) to give 146 mg of the desired compound (cis:trans=1:4).

Workup

  1. customwas hydrogenated at 25° C
  2. customThe catalyst was removed by filtration from the reaction mixture
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by a silica gel chromatography (eluent: chloroform)

Sources & evidence

ORD record
ord-e2d8dfb5d32340cda57cb8c4244f18df
Source dataset
uspto-grants-2010_08
Patent number
US07767854B2

Reaction notes

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