HCID 10151153, compound → HCID 10125869, compound

HRID 733321Notes

Reaction equation

HRID 733321 reaction equation
C([O:8][CH2:9][C@@H:10]([C@@H:15]([C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=1)[C:16](=[O:23])[N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[C:11]([NH:13][OH:14])=[O:12])C1C=CC=CC=1>CO.[Pd]>[OH:14][NH:13][C:11](=[O:12])[C@@H:10]([CH2:9][OH:8])[C@@H:15]([C:24]1[CH:25]=[CH:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=1)[C:16](=[O:23])[N:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

4

Reactant 1

HCID 10151153HCID 10151153, compound

Product 1

HCID 10125869HCID 10125869, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of hydroxamic acid 3 (330 mg, 0.64 mmol) in 20 ml of methanol was hydrogenated under normal pressure with 70 mg of palladium on barium sulfate for about 5 hours. After filtration of the catalyst the solvent was evaporated and the crude product was purified by preparative HPLC to give a white solid. Yield: 133 mg (62%).

Workup

  1. filtrationAfter filtration of the catalyst the solvent
  2. customwas evaporated
  3. customthe crude product was purified by preparative HPLC
  4. customto give a white solid

Sources & evidence

ORD record
ord-9176b54f9fdf43f3beeac5db957cf34f
Source dataset
uspto-grants-2009_09
Patent number
US07589091B2

Reaction notes

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