N2 (benzyloxycarbonyl)-N1-isopentyl-L-prolinamide → HCID 57053150, compound

HRID 267102Notes

Reaction equation

HRID 267102 reaction equation
N#N.C(OC([C@@:13]1([C:23]([NH2:25])=[O:24])[CH2:17][CH2:16][CH2:15][N:14]1[CH2:18][CH2:19][CH:20]([CH3:22])[CH3:21])=O)C1C=CC=CC=1>C(O)C.[Pd]>[CH2:18]([N:14]1[CH2:15][CH2:16][CH2:17][C@H:13]1[C:23]([NH2:25])=[O:24])[CH2:19][CH:20]([CH3:22])[CH3:21]

Participants

4

Reactant 1

HCID 86746219N2 (benzyloxycarbonyl)-N1-isopentyl-L-prolinamide

Product 1

HCID 57053150HCID 57053150, compoundYield 111.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 5.73 g of N2 -(benzyloxycarbonyl)-N1 -isopentyl-L-prolinamide in 600 ml of ethanol was hydrogenated over 0.8 g of 10% palladium-on-carbon catalyst for 3.75 hours. The catalyst was removed by filtration and the filtrate was evaporated to give 3.4 g of N1 -isopentyl-L-prolinamide as an oil which was used without further purification.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-43661b1651e143778e9b71bf14d20eb2
Source dataset
uspto-grants-1997_07
Patent number
US05652369

Reaction notes

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