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

DOI: 10.1248/cpb.45.863

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 863 - 868 (1997)

Update date:2022-08-02

Topics:

Authors:

Ebiike, Hirosato

Maruyama, Kaori

Yamazaki, Yukiyoshi

Hirose, Yoshihiko

Kariya, Kinya

Sasaki, Ikuharu

Kurono, Yoshiaki

Terao, Yoshiyasu

Achiwa, Kazuo

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Article abstract of DOI:10.1248/cpb.45.863

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.

Full text of DOI:10.1248/cpb.45.863

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Product name:3,5-Pyridinedicarboxylic acid, 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-, mono[(2,2-dimethyl-1-oxopropoxy)methyl] ester, (R)-

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