Water → L-Proline, 1-(1-oxohexyl)-

HRID 1590810Notes

Reaction equation

HRID 1590810 reaction equation
O.C([O:9][C:10](=[O:23])[C@@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])C1C=CC=CC=1>[Pd].CO>[C:16]([N:12]1[CH2:13][CH2:14][CH2:15][C@H:11]1[C:10]([OH:23])=[O:9])(=[O:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 2

HCID 962WaterHCID 54249075HCID 54249075, compound

Product 1

HCID 10751088L-Proline, 1-(1-oxohexyl)-Yield 97.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Pd-C (3.00 g) was added to a 1% water-containing methanol solution (200 ml) of N-hexanoyl-L-proline benzyl ester (25.61 g), and the mixture was stirred under a hydrogen atmosphere at room temperature for 1.5 hours. After the catalyst was filtered off, the filtrate was concentrated to obtain 17.61 g of N-hexanoyl-L-proline.

Workup

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

Sources & evidence

ORD record
ord-9021ed3d5eaf4d45a77ef42ddc440104
Source dataset
uspto-grants-1993_04
Patent number
US05204462

Reaction notes

Loading…