Z-Ala-Ile-Gly-OMe → H-Ala-Ile-Gly-OMe

HRID 971551Notes

Reaction equation

HRID 971551 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:4]([NH:6][C@H:7]([C:12]([NH:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[O:13])[C@H:8]([CH2:10][CH3:11])[CH3:9])=[O:5])[CH3:3]>CO.[Pd]>[NH2:1][C@H:2]([C:4]([NH:6][C@H:7]([C:12]([NH:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[O:13])[C@H:8]([CH2:10][CH3:11])[CH3:9])=[O:5])[CH3:3]

Participants

4

Reactant 1

HCID 131709979Z-Ala-Ile-Gly-OMe

Product 1

HCID 131709978H-Ala-Ile-Gly-OMe

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2.0 g of Z-Ala-Ile-Gly-OMe are dissolved in 40 ml of methanol with gentle warming and then hydrogenated in the presence of 300 mg of Pd on charcoal (10%). After completion of the hydrogenation the catalyst is filtered off and the filtrate completely evaporated to dryness. The residue, which is homogeneous in a thin layer chromatogram, is immediately processed further.

Workup

  1. temperaturewith gentle warming
  2. filtrationAfter completion of the hydrogenation the catalyst is filtered off
  3. customthe filtrate completely evaporated to dryness

Sources & evidence

ORD record
ord-90a29cf99f264e6293febe95f01868e9
Source dataset
uspto-grants-1979_07
Patent number
US04159981

Reaction notes

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