HCID 54035213, compound → L-Proline, 1-(1-oxo-4-phenylbutyl)-

HRID 1720475Notes

Reaction equation

HRID 1720475 reaction equation
C([O:8][C:9](=[O:26])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:25])[CH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)C1C=CC=CC=1>CO.[H][H]>[C:19]1([CH2:18][CH2:17][CH2:16][C:15]([N:11]2[CH2:12][CH2:13][CH2:14][C@H:10]2[C:9]([OH:26])=[O:8])=[O:25])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 1

HCID 54035213HCID 54035213, compound

Product 1

HCID 10355295L-Proline, 1-(1-oxo-4-phenylbutyl)-Yield 90.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

To N-(4-phenylbutyryl)-L-proline benzyl ester (9.31 g) in 99% methanol (100 ml) was added 10% Pd--C (0.90 g), and the mixture was stirred at room temperature in hydrogen stream for 2 hours. The catalyst was filtered off with celite, and the filtrate was concentrated to give 6.26 g of N-(4-phenylbutyryl)-L-proline.

Workup

  1. filtrationThe catalyst was filtered off with celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-093d4f60198c4cb49e25d28aeb7c5dc6
Source dataset
uspto-grants-1996_04
Patent number
US05506256

Reaction notes

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