Asymmetric synthesis of optically active 1,4-dihydropyridines as calcium antagonist

Authors
Citation
K. Achiwa et T. Kato, Asymmetric synthesis of optically active 1,4-dihydropyridines as calcium antagonist, CURR ORG CH, 3(1), 1999, pp. 77-106
Citations number
174
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
CURRENT ORGANIC CHEMISTRY
ISSN journal
13852728 → ACNP
Volume
3
Issue
1
Year of publication
1999
Pages
77 - 106
Database
ISI
SICI code
1385-2728(199901)3:1<77:ASOOA1>2.0.ZU;2-O
Abstract
Since thalidomide shock, it has been recognized that the enantiomers of chi ral medicines have the different pharmacological activities, and many chemi sts have tried to synthesize such medicines in an optically pure form. But most of them were developed and used in clinics as racemates so far. 4-Aryl -1,4-dihydropyridine-3,5-dicarboxylic diesters as one example have been use d for treatment of cardiovascular disease, and are important compounds whic h had about 85% share of calcium antagonists in 1995 in Japan. We have inve stigated the asymmetric synthesis of these derivatives. In view of the impo rtance of chirality to pharmacological activity, the present article descri bes the methods of the lipase-catalyzed resolution and asymmetric synthesis of 1-aryl-1,4-dihydropyridine-3,5-dicarboxylic diesters.