Ethanol → HCID 73345468, compound

HRID 2082237Notes

Reaction equation

HRID 2082237 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[CH2:2][C:3]([NH:5][C@H:6]([C:10]([NH:12][C@@H:13]([C:26]([NH:28][C@H:29]([C:37]([N:39]([CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)[CH3:40])=[O:38])[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:27])[CH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]([CH:24]=[O:25])[CH:16]=1)=[O:11])[C@@H:7]([CH3:9])[OH:8])=[O:4].C(O)C>[Pd].C(O)(=O)C>[NH2:1][CH2:2][C:3]([NH:5][C@H:6]([C:10]([NH:12][C@@H:13]([C:26]([NH:28][C@H:29]([C:37]([N:39]([CH2:41][C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1)[CH3:40])=[O:38])[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:27])[CH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]([CH:24]=[O:25])[CH:16]=1)=[O:11])[C@@H:7]([CH3:9])[OH:8])=[O:4]

Participants

5

Reactant 2

HCID 702EthanolHCID 131717781HCID 131717781, compound

Product 1

HCID 73345468HCID 73345468, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of Z-Gly-Thr-D-Trp(CHO)-Phe-NMeBzl (560 mg) in a mixed solvent of ethanol (30 ml) and acetic acid (10 ml) was hydrogenated over 10% palladium on carbon (350 mg) under atmospheric pressure for two hours. After filtration of the catalyst and evaporation, the residue was dissolved in water (50 ml) and lyophilized to give H-Gly-Thr-D-Trp(CHO)-Phe-NMeBzl.AcOH (230 mg).

Workup

  1. filtrationAfter filtration of the catalyst and evaporation
  2. dissolutionthe residue was dissolved in water (50 ml)

Sources & evidence

ORD record
ord-40abb0c8633141c1b1e624ee9b56cfd4
Source dataset
uspto-grants-1993_02
Patent number
US05187156

Reaction notes

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