METHODS FOR PREPARATION OF 1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLIC ACID DERIVATIVES IN THE FORM OF R ISOMERS AND THEIR SALTS, STARTING SUBSTANCES AND INTERMEDIATES FOR PREPARATION THEREOF Russian patent published in 2000 - IPC

Abstract RU 2155752 C2

FIELD: organic synthesis. SUBSTANCE: novel derivatives of 1,4-dihydropyridine-3,5-dicarboxylic acid described by general formula I: (I), wherein R1 and R3, identical of different, are C1-C8-alkyl optionally substituted by C1-C6-alkoxy or hydroxyl, and R2 is phenyl optionally substituted by halogen or cyano group. Preparation procedure I: benzylidene compound of formula II: (II) is brought into interaction with aminocrotonic acid ester III: (III), in which R1 and R2 are defined as indicated above and A is benzyl, in inert solvent, optionally in presence of base. Resulting intermediate is cleaved to liberate malic acid imide and desired product is isolated in the form of free base or salt. Preparation procedure II: benzylidene compound of formula IIa: (IIa) is brought into interaction with aminocrotonic acid ester IIIa: (IIIa), in which R1, R2, and A are defined as indicated above and synthesis is further continued as described for preparation procedure I. Compounds I are Ca(II) antagonists and show favorable effect on learning capacity and memory function. EFFECT: expanded assortment of useful biologically-active compounds. 5 cl, 2 dwg, 6 ex

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RU 2 155 752 C2

Authors

Joakhim Mittendorf

Peter Fej

Bodo Junge

Jogannes Kaulen

Kaj Fan Laak

Khejnrikh Mejer

Rudol'F Shokhe-Loop

Dates

2000-09-10Published

1995-12-05Filed