Acetic Acid → HCID 178468113, compound

HRID 1953005Notes

Reaction equation

HRID 1953005 reaction equation
[NH2:1][C:2](=[N:48][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][C:35]([N:37]([CH2:43][C:44]([O:46][CH3:47])=[O:45])[CH2:38][C:39]([O:41][CH3:42])=[O:40])=[O:36])=[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:52]([OH:55])(=[O:54])[CH3:53]>[Pd]>[CH3:42][O:41][C:39]([CH2:38][N:37]([CH2:43][C:44]([O:46][CH3:47])=[O:45])[C: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])[NH2:48])[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:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:33][CH:32]=1)=[O:36])=[O:40].[CH3:10][C:9]([CH2:53][C:52]([OH:55])=[O:54])=[O:23]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 137182954HCID 137182954, compound

Product 1

HCID 178468113HCID 178468113, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Prepared analogously to Example 4c) from (R)-N5 -(amino(nitroimino)-methyl]-N-[[4-[[[bis-(methoxycarbonylmethyl)amino]carbonyl]methyl]phenyl]methyl]-N2 -(diphenylacetyl)-ornithinamide by catalytic hydrogenation in the presence of palladium black and 80% aqueous acetic acid in a yield of 63% of theory.

Sources & evidence

ORD record
ord-d6e3b6914b93467b8e9d93158a5afb4a
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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