(3S)-2-oxo-3-(benzoylamino)-5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid benzyl ester → 2-Oxo-3-benzoylamino-5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid

HRID 2230470Notes

Reaction equation

HRID 2230470 reaction equation
C([O:8][C:9](=[O:35])[CH2:10][N:11]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:15]([C:22](=[O:24])[CH3:23])[CH2:14][C@H:13]([NH:25][C:26](=[O:33])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:12]1=[O:34])C1C=CC=CC=1>CO.[Pd]>[O:34]=[C:12]1[N:11]([CH2:10][C:9]([OH:35])=[O:8])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:15]([C:22](=[O:24])[CH3:23])[CH2:14][CH:13]1[NH:25][C:26](=[O:33])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 1

HCID 57124097(3S)-2-oxo-3-(benzoylamino)-5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid benzyl ester

Product 1

HCID 184657172-Oxo-3-benzoylamino-5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (3S)-2-oxo-3-(benzoylamino)-5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid benzyl ester (602d; 510 mg, 1.08 mmol) and 5% Pd/C (250 mg) in MeOH (10 ml) stirred under H2 (1 atm) for 0.5 h. The react was filtered and concentrated in vacuo 410 mg of 603d as a white solid.

Workup

  1. filtrationThe react was filtered
  2. concentrationconcentrated in vacuo 410 mg of 603d as a white solid

Sources & evidence

ORD record
ord-a287e605809b43c3bb4fc906e9547730
Source dataset
uspto-grants-2002_07
Patent number
US06423840B1

Reaction notes

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