HCID 68843025, compound → HCID 57777365, compound

HRID 660710Notes

Reaction equation

HRID 660710 reaction equation
[K].C([O:9][C:10]1[CH:15]=[C:14]([CH2:16][CH:17]([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:27]1[S:31](=[O:33])(=[O:32])[NH:30][C:29](=[O:34])[CH2:28]1)C1C=CC=CC=1>CCO.O.[Pd]>[OH:9][C:10]1[CH:15]=[C:14]([CH2:16][CH:17]([CH3:26])[CH:18]([OH:25])[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:13]=[CH:12][C:11]=1[N:27]1[S:31](=[O:33])(=[O:32])[NH:30][C:29](=[O:34])[CH2:28]1

Participants

4

Reactant 1

HCID 68843025HCID 68843025, compound

Product 1

HCID 57777365HCID 57777365, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 19096565Water ethanolSolvent

Procedure

To a solution of 5-[2-benzyloxy-4-(2-methyl-3-oxo-3-phenylpropyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one potassium salt (Example 246, step C) in 5 mL of EtOH/water (1:1)) is added 15 mg of Degussa Pd/C and the resulting mixture is hydrogenated at 1 atm for 4 h. The catalyst is filtered through Celite and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC to give the title compound: (M−1)−=375.

Workup

  1. filtrationThe catalyst is filtered through Celite
  2. customthe solvent is removed under reduced pressure
  3. customThe residue is purified by preparative HPLC

Sources & evidence

ORD record
ord-b96b7c3272044f868720edb8f377310d
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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