1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl) pyridine-3,5-dicarboxylic acid bis[2-(2-carboxybenzoyl)aminoethyl] ester → (4R)-1,4-dihydro-2,6-dimethyl-3-[2-(2-carboxybenzoyl) aminoethyl]oxycarbonyl-4-(3-nitrophenyl)pyridine-5-carboxylic acid

HRID 962923Notes

Reaction equation

HRID 962923 reaction equation
C(C1C=CC=CC=1C(NCC[O:11][C:12]([C:14]1[CH:19]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)[C:18]([C:29]([O:31][CH2:32][CH2:33][NH:34][C:35](=[O:45])[C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=2[C:42]([OH:44])=[O:43])=[O:30])=[C:17]([CH3:46])[NH:16][C:15]=1[CH3:47])=[O:13])=O)(O)=O>O>[CH3:46][C:17]1[NH:16][C:15]([CH3:47])=[C:14]([C:12]([OH:13])=[O:11])[C@@H:19]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)[C:18]=1[C:29]([O:31][CH2:32][CH2:33][NH:34][C:35](=[O:45])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[C:42]([OH:44])=[O:43])=[O:30]

Participants

3

Reactant 1

HCID 109305201,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl) pyridine-3,5-dicarboxylic acid bis[2-(2-carboxybenzoyl)aminoethyl] ester

Product 1

HCID 10907345(4R)-1,4-dihydro-2,6-dimethyl-3-[2-(2-carboxybenzoyl) aminoethyl]oxycarbonyl-4-(3-nitrophenyl)pyridine-5-carboxylic acidYield 41.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the culture liquor was added a solution of 100 mg of 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl) pyridine-3,5-dicarboxylic acid bis[2-(2-carboxybenzoyl)aminoethyl] ester in 0.75 ml of deionized water, and shaked for continuous 2 days at 28° C. to obtain 30 mg of (4R)-1,4-dihydro-2,6-dimethyl-3-[2-(2-carboxybenzoyl) aminoethyl]oxycarbonyl-4-(3-nitrophenyl)pyridine-5-carboxylic acid by the same procedures as of Example 9.

Sources & evidence

ORD record
ord-30165997c2324ee485df7570cc9987a8
Source dataset
uspto-grants-1998_06
Patent number
US05760238

Reaction notes

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