HCID 68869073, compound → HCID 17819249, compound

HRID 1988256Notes

Reaction equation

HRID 1988256 reaction equation
C(OC(=O)[NH:10][CH:11]([CH2:31][S:32]([CH3:35])(=[O:34])=[O:33])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19]CC2C=CC=CC=2)=[C:15]([C:27]([CH3:30])([CH3:29])[CH3:28])[CH:14]=1)C1C=CC=CC=1.[H][H]>CO.[OH-].[OH-].[Pd+2]>[C:27]([C:15]1[CH:14]=[C:13]([CH2:12][CH:11]([NH2:10])[CH2:31][S:32]([CH3:35])(=[O:34])=[O:33])[CH:18]=[CH:17][C:16]=1[OH:19])([CH3:30])([CH3:28])[CH3:29]

Participants

5

Reactant 2

HCID 68869073HCID 68869073, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 17819249HCID 17819249, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-(4-benzyloxy-3-t-butylphenyl)-1-methanesulfonylmethylethylcarbamic acid benzyl ester (1.0 g, 1.96 mmol) and 20% palladium hydroxide/carbon (0.08 g) in methanol (16 ml) was stirred at room temperature in a hydrogen atmosphere overnight. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: chloroform:methanol:aqueous ammonia=100:10:1), giving the titled compound (0.56 g, 99%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-065f82d1e36043e1805ae2a54c6da430
Source dataset
uspto-grants-2009_06
Patent number
US07553969B1

Reaction notes

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