HCID 15521370, compound → HCID 15521371, compound

HRID 1457341Notes

Reaction equation

HRID 1457341 reaction equation
C([O:8][NH:9][C:10](=[O:31])[CH:11]([CH2:19][S:20]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1)(=[O:22])=[O:21])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)C1C=CC=CC=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[OH:8][NH:9][C:10](=[O:31])[CH:11]([CH2:19][S:20]([C:23]1[CH:24]=[CH:25][C:26]([O:29][CH3:30])=[CH:27][CH:28]=1)(=[O:21])=[O:22])[CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 2

HCID 15521370HCID 15521370, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15521371HCID 15521371, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

N-benzyloxy-2-[(4-methoxybenzenesulfonyl)methyl]-3-phenyl- propionamide (1.25 g, 2.85 mmol) is dissolved in 45 mL of ethanol. To this is added 0.36 g of palladium hydroxide on carbon (Pearlman's catalyst), and the suspension is placed in a shaker under 15 psi of hydrogen for 2.25 hours. The catalyst is filtered off, washing with ethanol, and the ethanol solution is concentrated in vacuo to afford, after evaporation from methylene chloride, 0.875 g of the title compound as a white solid.

Workup

  1. filtrationThe catalyst is filtered off
  2. washwashing with ethanol
  3. concentrationthe ethanol solution is concentrated in vacuo
  4. customto afford
  5. customafter evaporation from methylene chloride, 0.875 g of the title compound as a white solid

Sources & evidence

ORD record
ord-d97f7f446c18452683f517040ec5779d
Source dataset
uspto-grants-1998_12
Patent number
US05847153

Reaction notes

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