HCID 178446047, compound → HCID 178446032, compound

HRID 616487Notes

Reaction equation

HRID 616487 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:21]([NH:23][CH2:24][C:25]([NH:27][C@H:28]([C:36]([NH:38][C@H:39]([C:47]([NH:49][C@H:50]([C:59]([NH2:61])=[O:60])[CH2:51][C:52]1[CH:57]=[CH:56][C:55]([OH:58])=[CH:54][CH:53]=1)=[O:48])[CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:37])[CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:26])=[O:22])[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[NH:20])[NH:16][N+]([O-])=O)=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5]>[Pd].C(O)(=O)C>[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:21]([NH:23][CH2:24][C:25]([NH:27][C@H:28]([C:36]([NH:38][C@H:39]([C:47]([NH:49][C@H:50]([C:59]([NH2:61])=[O:60])[CH2:51][C:52]1[CH:57]=[CH:56][C:55]([OH:58])=[CH:54][CH:53]=1)=[O:48])[CH2:40][C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)=[O:37])[CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:26])=[O:22])[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[NH:16])[NH2:20])=[O:8])[CH2:3][CH:4]([CH3:5])[CH3:6]

Participants

4

Reactant 1

HCID 178446047HCID 178446047, compound

Product 1

HCID 178446032HCID 178446032, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

In 30 ml. of acetic acid was dissolved 400 mg. of Z-Leu-Arg(NO2)-Gly-Phe-Phe-Tyr-NH2 and catalytic reduction was carried out with Pd-black as a catalyst for 10 hours. The catalyst was filtered off and the solvent was distilled off under reduced pressure. The residue was dissolved in 5 ml. of water and the solution was passed through a column (2.6 × 22 cm) of carboxylmethyl-cellulose.

Workup

  1. filtrationThe catalyst was filtered off
  2. distillationthe solvent was distilled off under reduced pressure
  3. dissolutionThe residue was dissolved in 5 ml

Sources & evidence

ORD record
ord-e856a54012c547b898f1b8d987004ff6
Source dataset
uspto-grants-1978_02
Patent number
US04073890

Reaction notes

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