Acetic Acid → HCID 178476714, compound

HRID 1953017Notes

Reaction equation

HRID 1953017 reaction equation
[NH2:1][C:2](=[N:41][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][N:35]2[CH2:39][CH2:38][NH:37][C:36]2=[O:40])=[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:45]([OH:48])(=[O:47])[CH3:46]>[Pd]>[C:17]1([CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:9]([NH:8][C@@H:7]([C:24]([NH:26][CH2:27][C:28]2[CH:29]=[CH:30][C:31]([CH2:34][N:35]3[CH2:39][CH2:38][NH:37][C:36]3=[O:40])=[CH:32][CH:33]=2)=[O:25])[CH2:6][CH2:5][CH2:4][NH:3][C:2](=[NH:1])[NH2:41])=[O:23])[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1.[C:45]([O-:48])(=[O:47])[CH3:46]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 136333694HCID 136333694, compound

Product 1

HCID 178476714HCID 178476714, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Prepared analogously to Example 4c) from (R)-N5 -[amino(nitroimino)methyl]-N2 -(diphenylacetyl)-N-[[4-[(2-oxo-1-imidazolidinyl)methyl]phenyl]methyl]-ornithinamide by catalytic hydrogenation in the presence of palladium black and 80% aqueous acetic acid in a yield of 32% of theory.

Sources & evidence

ORD record
ord-01582038a22b429481d7ad8aad4549ae
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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