Water → 1-(5-Phenylpentanoyl)-L-proline

HRID 1590811Notes

Reaction equation

HRID 1590811 reaction equation
O.C([O:9][C:10](=[O:28])[C@@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:27])[CH2:17][CH2:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)C1C=CC=CC=1>[Pd].CO>[C:21]1([CH2:20][CH2:19][CH2:18][CH2:17][C:16]([N:12]2[CH2:13][CH2:14][CH2:15][C@H:11]2[C:10]([OH:28])=[O:9])=[O:27])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 2

HCID 962WaterHCID 53780297HCID 53780297, compound

Product 1

HCID 542949341-(5-Phenylpentanoyl)-L-prolineYield 96.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Pd-C (1.40 g) was added to a 1% water-containing methanol solution (150 ml) of N-(5-phenylpentanoyl)-L-proline benzyl ester (13.87 g), and the mixture was stirred under a hydrogen atmosphere at room temperature for two hours. After the catalyst was filtered off, the filtrate was concentrated to obtain N-(5-phenylpentanoyl)-L-proline (10.04 g).

Workup

  1. filtrationAfter the catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-229f316f38984dd2b7084fadf2cbd338
Source dataset
uspto-grants-1993_04
Patent number
US05204462

Reaction notes

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