HCID 54502549, compound → HCID 54043890, compound

HRID 1735694Notes

Reaction equation

HRID 1735694 reaction equation
[N:1]1([C:7]([CH2:9][C@@H:10]([CH2:21][CH:22]([CH3:24])[CH3:23])[C:11]([O:13]CC2C=CC=CC=2)=[O:12])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H]>CO.[Pd]>[N:1]1([C:7]([CH2:9][C@@H:10]([CH2:21][CH:22]([CH3:24])[CH3:23])[C:11]([OH:13])=[O:12])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 54502549HCID 54502549, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54043890HCID 54043890, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl (2R)-2-(piperidinocarbonylmethyl)-4-methylvalerate (0.625 g) in methanol (10 ml) was hydrogenated over 10% palladium on carbon (80 mg) at 3 atmospheric pressure of hydrogen for 1 hour. After removal of the catalyst by filtration, the filtrate was concentrated in vacuo to give (2R)-2-(piperidinocarbonylmethyl)-4-methylvaleric acid (0.43 g) as an oil.

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-33ac758af619439e822a8dea18547e17
Source dataset
uspto-grants-1996_07
Patent number
US05538950

Reaction notes

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