HCID 14801869, compound → Imidaprilat

HRID 1980280Notes

Reaction equation

HRID 1980280 reaction equation
[CH3:1][N:2]1[CH2:6][C@@H:5]([C:7]([O:9]CC2C=CC=CC=2)=[O:8])[N:4]([C:17](=[O:40])[C@@H:18]([NH:20][C@H:21]([C:30]([O:32]CC2C=CC=CC=2)=[O:31])[CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH3:19])[C:3]1=[O:41]>[Pd]>[CH3:1][N:2]1[CH2:6][C@@H:5]([C:7]([OH:9])=[O:8])[N:4]([C:17](=[O:40])[C@@H:18]([NH:20][C@H:21]([C:30]([OH:32])=[O:31])[CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH3:19])[C:3]1=[O:41]

Participants

3

Reactant 1

HCID 14801869HCID 14801869, compound

Product 1

HCID 5464344ImidaprilatYield 79.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4.7 g of benzyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-benzyloxycarbonyl-3-phenylpropyl)amino]propionyl]-2-oxo-imidazolidine-4-carboxylate and 300 mg of palladium black are treated in the same manner as described in Example 1-(2), whereby 2.54 g of (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid are obtained as colorless crystals. Yield: 79.9%

Sources & evidence

ORD record
ord-59945da5611c46d9b8f4d197ff5e5049
Source dataset
uspto-grants-1985_04
Patent number
US04508727

Reaction notes

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