HCID 12004152, compound → HCID 178491607, compound

HRID 500083Notes

Reaction equation

HRID 500083 reaction equation
[C:1]1(=[C:7]2[CH2:12][CH2:11][CH:10]([NH:13][C:14](=[O:25])[CH2:15][C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([O:23][CH3:24])[CH:17]=3)[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)C.[OH-].[OH-].[Pd+2]>[CH:1]1([C@H:7]2[CH2:12][CH2:11][C@H:10]([NH:13][C:14](=[O:25])[CH2:15][C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([O:23][CH3:24])[CH:17]=3)[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 12004152HCID 12004152, compound

Product 1

HCID 178491607HCID 178491607, compoundYield 7.2%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

The compound (0.5 g) of Example 76 was dissolved in ethanol (20 ml), and 20% palladium hydroxide/carbon (150 mg) was added to the solution, and the mixture was hydrogenated at room temperature. After 2 hours, the catalyst was removed by filtration from the reaction mixture, and the solvent of the mixture was evaporated under reduced pressure. The residue was recrystallized from hexane-ethyl acetate to give 36 mg of the desired compound.

Workup

  1. customwas hydrogenated at room temperature
  2. customthe catalyst was removed by filtration from the reaction mixture
  3. customthe solvent of the mixture was evaporated under reduced pressure
  4. customThe residue was recrystallized from hexane-ethyl acetate

Sources & evidence

ORD record
ord-f461575a7d5d4a758c21850c7f295f04
Source dataset
uspto-grants-2010_08
Patent number
US07767854B2

Reaction notes

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