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

HRID 1654684Notes

Reaction equation

HRID 1654684 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:6]([NH:8][C@H:9]([C:17]([OH:19])=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7])[CH:3]([CH3:5])[CH3:4].[N:30]1([NH-:36])[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>CO.[Pd]>[NH2:1][C@H:2]([C:6]([NH:8][C@H:9]([C:17]([OH:19])=[O:18])[CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:7])[CH:3]([CH3:5])[CH3:4].[N:30]1([NH-:36])[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1

Participants

4

Reactant 1

HCID 131718981Z-(L)-Val-(L)-Phe morpholin-4-ylamide

Product 1

HCID 131718982H-(L)-Val-(L)-Phe morpholin-4-ylamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a manner analogous to Example 1 e), 3.9 g of Z-(L)-Val-(L)-Phe-morpholin-4-ylamide in 150 ml of methanol are converted by hydrogenolysis over 0.5 g of 10% Pd/C into the crude title compound, which is purified by column chromatography (SiO2, methylene chloride→methylene chloride/methanol: 97.5 to 2.5 (v/v)). TLC Rf (D)=0.4.

Sources & evidence

ORD record
ord-7040b1d3829047739f41774a8de6df11
Source dataset
uspto-grants-1995_04
Patent number
US05409927

Reaction notes

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