Z-(L)-Val-(L)-Tyr morpholin-4-ylamide → H-(L)-Val-(L)-Tyr morpholin-4-ylamide

HRID 263765Notes

Reaction equation

HRID 263765 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:6]([NH:8][C@H:9]([C:18]([OH:20])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)=[O:7])[CH:3]([CH3:5])[CH3:4].[N:31]1([NH-:37])[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1>CO.[Pd]>[NH2:1][C@H:2]([C:6]([NH:8][C@H:9]([C:18]([OH:20])=[O:19])[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)=[O:7])[CH:3]([CH3:5])[CH3:4].[N:31]1([NH-:37])[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1

Participants

4

Reactant 1

HCID 131720082Z-(L)-Val-(L)-Tyr morpholin-4-ylamide

Product 1

HCID 131720083H-(L)-Val-(L)-Tyr morpholin-4-ylamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Hydrogenation in the presence of 1 g of 10% Pd/C for 1.5 h at RT of a solution of 4.83 g (10 mmol) of Z-(L)-Val-(L)-Tyr-morpholin-4-ylamide in 182 ml of methanol, followed by filtration through ®Celite, concentration of the filtrate by evaporation and column chromatography (SiO2, methylene chloride/methanol 9:1), yields the title compound: TLC Rf (F)=0.30; FAB-MS (M+H)+ =350.

Workup

  1. filtrationfollowed by filtration through ®Celite, concentration of the filtrate by evaporation and column chromatography (SiO2, methylene chloride/methanol 9:1)

Sources & evidence

ORD record
ord-b8b827c106d94d2c8ce78f598d82a4fb
Source dataset
uspto-grants-1997_07
Patent number
US05643878

Reaction notes

Loading…