HCID 178501507, compound → HCID 131723235, compound

HRID 1937820Notes

Reaction equation

HRID 1937820 reaction equation
[CH3:1][O:2][C:3](=[O:36])[C@@H:4]([NH:11][C:12](=[O:35])[CH:13]([C:25](=[O:34])[NH:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[NH:24])[NH:22]O)=[CH:17][CH:16]=1)[CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1>C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3](=[O:36])[C@@H:4]([NH:11][C:12](=[O:35])[CH:13]([C:25](=[O:34])[NH:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[CH2:14][C:15]1[CH:16]=[CH:17][C:18]([C:21](=[NH:22])[NH2:24])=[CH:19][CH:20]=1)[CH:5]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1

Participants

4

Reactant 1

HCID 178501507HCID 178501507, compound

Product 1

HCID 131723235HCID 131723235, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

{2-(R,S)-Benzylcarbamoyl-3-[4-(N-hydroxycarbamimidoyl)-phenyl]-propionylamino}-(S)-cyclohexyl-acetic acid methyl ester (7.6 g, 15.4 mmol) was hydrogenated in acetic acid with palladium/charcoal to give the desired product which was used without further purification in the next step. mp.: 101-104° C., MS m/z: 479 (M+H)+.

Sources & evidence

ORD record
ord-042ceec566bc426f9c4c34e43b3fb21d
Source dataset
uspto-grants-2002_05
Patent number
US06395737B1

Reaction notes

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