HCID 69286564, compound → HCID 11192300, compound

HRID 1766835Notes

Reaction equation

HRID 1766835 reaction equation
C(OC(=O)[N:10]([CH2:41][C:42]1[CH:47]=[CH:46][C:45]([CH3:48])=[CH:44][C:43]=1[CH3:49])[CH2:11][C@H:12]([NH:18][C:19](=[O:40])[CH2:20][C:21](=[O:39])[NH:22][C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[C:25]([NH:33][C:34]([NH:36][CH2:37][CH3:38])=[O:35])[CH:24]=1)[C@@H:13]([OH:17])[CH2:14][CH2:15][CH3:16])C1C=CC=CC=1>CO.[Pd]>[CH3:49][C:43]1[CH:44]=[C:45]([CH3:48])[CH:46]=[CH:47][C:42]=1[CH2:41][NH:10][CH2:11][C@H:12]([NH:18][C:19](=[O:40])[CH2:20][C:21]([NH:22][C:23]1[CH:28]=[C:27]([C:29]([F:30])([F:31])[F:32])[CH:26]=[C:25]([NH:33][C:34]([NH:36][CH2:37][CH3:38])=[O:35])[CH:24]=1)=[O:39])[C@@H:13]([OH:17])[CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 1

HCID 69286564HCID 69286564, compound

Product 1

HCID 11192300HCID 11192300, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The compound (2,4-dimethyl-benzyl)-[(2S,3S)-2-{2-[3-(3-ethyl-ureido)-5-trifluoromethyl-phenylcarbamoyl]-acetylamino}-3-hydroxy-hexyl]-carbamic acid benzyl ester was dissolved in MeOH (2 mL). This solution was charged with 5% Pd/C, Degussa style (11 mg), stirred under H2 (1 atm) for 12 h at RT, filtered, and concentrated in vacuo. Purification of the residue by reverse-phase HPLC provided the title compound as a white powder after lyopholization. MS found: (M+H)+=566.3.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customPurification of the residue by reverse-phase HPLC

Sources & evidence

ORD record
ord-1e1013c24f724414b8dbea8c500b954d
Source dataset
uspto-grants-2007_06
Patent number
US07230133B2

Reaction notes

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