Lipase-catalyzed enantioselective hydrolysis of 4-alkyl-1,4-dihydropyridine derivatives: synthesis of (+)- and (-)-methyl 2-(phenylthio)ethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate (PCA 4248).
Asymmetric synthesis of (+)- and (-)-PCA 4248 (PAF antagonist) was achieved using lipase-catalyzed enantioselective hydrolysis of the acyloxymethyl esters. The enzymatic reaction proceeded under the mild conditions in an organic solvent.
Ebiike
H
H
School of Pharmaceutical Sciences, University of Shizuoka, Japan.
Maruyama
K
K
Achiwa
K
K
D004095:Dihydropyridines / Q000138:chemical synthesis* / Q000378:metabolism; D006868:Hydrolysis; D008049:Lipase / Q000378:metabolism*; D010972:Platelet Activating Factor / Q000037:antagonists & inhibitors; D013237:Stereoisomerism
D004095:Dihydropyridines; D010972:Platelet Activating Factor; C066024:PCA 4248; D008049:Lipase