105580-46-9

Upstream product

• 138279-28-4 (+)-methyl pivaloyloxymethyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 
• 141600-77-3 4-(2,3-Dichloro-phenyl)-1-methoxymethyl-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 
• 138279-25-1 4-(2,3-Dichloro-phenyl)-1-methoxymethyl-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2,2-dimethyl-propionyloxymethyl) ester 5-methyl ester 
• 138299-11-3 bis(pivaloyloxymethyl) 4-(2,3-dichlorophenyl)-1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-3,5-pyridinedicarboxylate 
• 138279-19-3 4-(2,3-Dichloro-phenyl)-1-methoxymethyl-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid mono-(2,2-dimethyl-propionyloxymethyl) ester 
• 186581-53-3 diazomethane 
• 164263-06-3 (S)-4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-5-pivaloyloxymethoxycarbonyl-3-pyridinecarboxylic acid 
• 141600-80-8 (S)-(+)-methyl pivaloyloxymethyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 
• 138279-19-3 (S)-(+)-4-(2,3-dichlorophenyl)-1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-5-pivaloyloxymethoxycarbonyl-3-pyridinecarboxylic acid 
• 141600-78-4 (S)-(+)-methyl pivaloyloxymethyl 4-(2,3-dichlorophenyl)-1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-3,5-pyridinedicarboxylate 

Downstream Products

• 105618-03-9 (S)-Felodipine 

Relevant academic research and scientific papers

Lipase-catalyzed enantioselective hydrolysis of bis(acyloxymethyl) 1,4- dihydro-3,5-pyridinedicarboxylates leading to optically active medicines

Chiral 4-aryl-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylates and 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate have been obtained in 80-99%ee by lipase catalyzed hydrolysis of bis(acyloxymethyl) 1,4-dihydro- 3,5-pyridinedicarboxylate in an H2O/organic solvent system. These chiral dihydropyridines were readily converted into chiral drugs, such as nicardipine, felodipine and PCA 4248.

Determination of the absolute configuration of biologically active (S)-(-)-NB 818 and its structural correlation with the stereoselectivity of the channel blocking action

The absolute configuration of 4-(2,3-dichlorophenyl)-1,4-dihydropyridines was established by chemical correlation with (S)-(-)-felodipine, the absolute configuration of which had been determined by X-ray analysis.

Acyloxymethyl as an activating group in lipase-catalyzed enantioselective hydrolysis. A versatile approach to chiral 4-aryl-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylates

The first practical syntheses of chiral 4-aryl-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylates, which are attractive compounds as new calcium antagonists, were realized by lipase-catalyzed enantioselective hydrolysis of the acyloxymethyl esters. The monoesters obtained were revealed to have high optical purity and demonstrated to be useful chiral synthons.