HCID 136381101, compound → HCID 178491207, compound

HRID 52585Notes

Reaction equation

HRID 52585 reaction equation
[NH2:1][C:2](=[N:38][N+]([O-])=O)[NH:3][CH2:4][CH2:5][CH2:6][C@@H:7]([C:24]([NH:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([O:36][CH3:37])[CH:29]=1)=[O:25])[NH:8][C:9](=[O:23])[CH:10]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>[Pd].C(O)(=O)C>[CH3:37][O:36][C:30]1[CH:29]=[C:28]([CH2:27][NH:26][C:24](=[O:25])[C@H:7]([CH2:6][CH2:5][CH2:4][NH:3][C:2](=[NH:1])[NH2:38])[NH:8][C:9](=[O:23])[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:33]=[CH:32][C:31]=1[O:34][CH3:35]

Participants

4

Reactant 1

HCID 136381101HCID 136381101, compound

Product 1

HCID 178491207HCID 178491207, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

Prepared analogously to Example 1c) from N5 -[amino(nitroimino)methyl]-N-[(3,4-dimethoxyphenyl) methyl]-N2 -(diphenylacetyl)-ornithinamide by catalytic hydrogenation in the presence of palladium black and 80% aqueous acetic acid in a yield of 58% of theory.

Sources & evidence

ORD record
ord-69d8d7559cdf491686693db1923ebbf0
Source dataset
uspto-grants-1997_04
Patent number
US05616620

Reaction notes

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