Acetic Acid → HCID 178476716, compound

HRID 1953009Notes

Reaction equation

HRID 1953009 reaction equation
[NH2:1][C:2]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][NH:13][C:14](=[O:37])[C@@H:15]([CH2:27][CH2:28][CH2:29][NH:30][C:31]([NH2:36])=[N:32][N+]([O-])=O)[NH:16][C:17](=[O:26])[CH2:18][C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=2)=[CH:8][CH:7]=1)=[O:3].[C:38]([OH:41])(=[O:40])[CH3:39]>[Pd]>[NH2:1][C:2]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][NH:13][C:14](=[O:37])[C@@H:15]([CH2:27][CH2:28][CH2:29][NH:30][C:31](=[NH:32])[NH2:36])[NH:16][C:17](=[O:26])[CH2:18][C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=2)=[CH:8][CH:7]=1)=[O:3].[C:38]([O-:41])(=[O:40])[CH3:39]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 136333690HCID 136333690, compound

Product 1

HCID 178476716HCID 178476716, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Prepared analogously to Example 4c) from (R)-N-[[4-(aminocarbonylaminomethyl)phenyl]methyl]-N5 -[amino(nitroimino)methyl]-N2 -[(4-hydroxyphenyl)acetyl]-ornithinamide by catalytic hydrogenation in the presence of palladium black and 80% aqueous acetic acid in a yield of 85% of theory.

Sources & evidence

ORD record
ord-8a97e901cfa247fd8633adf745b79ce2
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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