(4-Benzenesulfonyl-1-benzyl-2-hydroxy-7-methyl-octyl)carbamic acid benzyl ester → 2-Amino-5-benzenesulfonyl-8-methyl-1-phenyl-nonan-3-ol

HRID 1266666Notes

Reaction equation

HRID 1266666 reaction equation
C(OC(=O)[NH:10][CH:11]([CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH:12]([OH:29])[CH2:13][CH:14]([S:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:22])=[O:21])[CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])C1C=CC=CC=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[NH2:10][CH:11]([CH:12]([OH:29])[CH2:13][CH:14]([S:20]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)(=[O:22])=[O:21])[CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

5

Reactant 2

HCID 69689188(4-Benzenesulfonyl-1-benzyl-2-hydroxy-7-methyl-octyl)carbamic acid benzyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 696878922-Amino-5-benzenesulfonyl-8-methyl-1-phenyl-nonan-3-ol

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of (4-benzenesulfonyl-1-benzyl-2-hydroxy-7-methyl-octyl)-carbamic acid benzyl ester in ethanol is added 10 mole % palladium hydroxide on carbon. The mixture is then shaken on a Parr shaker under 50 psi of hydrogen for approximately 18 h. The catalyst is filtered off and the solution concentrated to give the title compound.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe solution concentrated

Sources & evidence

ORD record
ord-03e32f5582af4b919dc6c64c03a453de
Source dataset
uspto-grants-2003_04
Patent number
US06548671B2

Reaction notes

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