HCID 68838620, compound → HCID 57777468, compound

HRID 660708Notes

Reaction equation

HRID 660708 reaction equation
[K].C([O:9][C:10]1[CH:15]=[C:14]([CH2:16][C:17]([CH3:27])([CH3:26])[C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:13]=[CH:12][C:11]=1[N:28]1[S:32](=[O:34])(=[O:33])[NH:31][C:30](=[O:35])[CH2:29]1)C1C=CC=CC=1>CCO.O.[Pd]>[CH3:26][C:17]([CH3:27])([C:18](=[O:25])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[CH2:16][C:14]1[CH:13]=[CH:12][C:11]([N:28]2[S:32](=[O:34])(=[O:33])[NH:31][C:30](=[O:35])[CH2:29]2)=[C:10]([OH:9])[CH:15]=1

Participants

4

Reactant 1

HCID 68838620HCID 68838620, compound

Product 1

HCID 57777468HCID 57777468, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 19096565Water ethanolSolvent

Procedure

A solution of 5-[2-benzyloxy-4-(2,2-dimethyl-3-oxo-3-phenylpropyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one potassium salt (60 mg) in 4 mL of EtOH/water (1:1) is hydrogenated over Degussa 5% Pd/C (15 mg) at 1 atm for 30 min. The catalyst is filtered and the solvent is removed under reduced pressure and the residue triturated with ether to give the title compound as a solid: (M−1)−=387. HPLC retention time=1.42 min (Method A).

Workup

  1. filtrationThe catalyst is filtered
  2. customthe solvent is removed under reduced pressure
  3. customthe residue triturated with ether

Sources & evidence

ORD record
ord-b0b209bbae064ee6ac6d0b4ec11b4031
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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