HCID 20658188, compound → HCID 20658003, compound

HRID 1979227Notes

Reaction equation

HRID 1979227 reaction equation
[C:1]([O:5][C:6]([CH:8]([C@@H:18]([CH:22]([CH3:24])[CH3:23])[C:19]([OH:21])=[O:20])[CH2:9]/[CH:10]=[CH:11]/[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.[Pd]>[C:1]([O:5][C:6]([CH:8]([C@@H:18]([CH:22]([CH3:24])[CH3:23])[C:19]([OH:21])=[O:20])[CH2:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 2

HCID 20658188HCID 20658188, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 20658003HCID 20658003, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (E)-2(R)-[1-(RS)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-3-methylbutyric acid in ethanol was shaken in a hydrogen atmosphere in the presence of 10% palladium on charcoal catalyst until the uptake of hydrogen had stopped. The catalyst was filtered off and the solvent was evaporated to give 2(R)-[1(RS)-(tert.-butoxycarbonyl)-4-phenylbutyl]-3-methylbutyric acid in the form of a pale yellow oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-e540aeefe7304e279f1a3a8555160625
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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