HCID 86753430, compound → HCID 86753429, compound

HRID 1457578Notes

Reaction equation

HRID 1457578 reaction equation
C(OC([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][C@H:16]([NH:21][C:22](=[O:37])[NH:23][C:24]1[CH:29]=[C:28]([O:30][CH3:31])[CH:27]=[C:26]([C:32]([CH3:35])([CH3:34])[CH3:33])[C:25]=1[OH:36])[C:17](OC)=[O:18])=O)C1C=CC=CC=1>[C].[Pd].CO>[O:18]=[C:17]1[C@@H:16]([NH:21][C:22](=[O:37])[NH:23][C:24]2[CH:29]=[C:28]([O:30][CH3:31])[CH:27]=[C:26]([C:32]([CH3:35])([CH3:34])[CH3:33])[C:25]=2[OH:36])[CH2:15][CH2:14][CH2:13][CH2:12][NH:11]1

Participants

4

Reactant 1

HCID 86753430HCID 86753430, compound

Product 1

HCID 86753429HCID 86753429, compoundYield 43%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent2×

Procedure

10% Palladium-carbon (Pd-C) (150 mg) was added to 10 ml of a methanol solution containing 500 mg of 2-[3-((1S)-5-benzyloxycarbonylamino-1-methoxycarbonylpentyl)ureido]-4-methoxy-6-tert-butylphenol. The mixture was subjected to catalytic reduction at normal pressure for 2 hours. After removing the catalyst, the reaction mixture was condensed. Methanol was added to the precipitated crystals and the crystals were collected by filtration to give 145 mg of 2-[3-((3S)-2-oxo-perhydroazepin-3-yl)ureido]-4-methoxy-6-tert-butylphenol (yield: 43%, melting point: 178°-179° C.).

Workup

  1. customAfter removing the catalyst
  2. customcondensed
  3. filtrationthe crystals were collected by filtration

Sources & evidence

ORD record
ord-61a7b0c16b1c4b22b2785dfd246739b0
Source dataset
uspto-grants-1998_12
Patent number
US05849732

Reaction notes

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