Acetic Acid → HCID 178476290, compound

HRID 1953000Notes

Reaction equation

HRID 1953000 reaction equation
[NH2:1][C:2](=[N:43][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]([CH2:34][NH:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])=[CH:30][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.[C:47]([OH:50])(=[O:49])[CH3:48]>[Pd]>[CH3:41][C:39]([CH3:42])([O:38][C:36]([NH:35][CH2:34][C:31]1[CH:30]=[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])[NH2:43])[NH:8][C:9](=[O:23])[CH:10]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:33][CH:32]=1)=[O:37])[CH3:40].[C:47]([O-:50])(=[O:49])[CH3:48]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 136333686HCID 136333686, compound

Product 1

HCID 178476290HCID 178476290, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Prepared analogously to Example 4c) from (R)-N5 -[amino(nitroimino)-methyl]-N-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]phenyl]methyl]-N2 -(diphenylacetyl)-ornithinamide by catalytic hydrogenation in the presence of palladium black and 80% aqueous acetic acid in a yield of 75% of theory.

Sources & evidence

ORD record
ord-3325f69d96974304b4fedaf700086620
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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