Optically active 1,4-hydropyridine compounds

Details Optically active 1,4-hydropyridine compounds Optically active 1,4-hydropyridine compounds

1994-03-22

1995-03-07

Ivy, C. Warren

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D40502

Patent

active

053959418

ABSTRACT:
Optically active 1,4-dihydropyridine derivatives represented by general formula (I), process for preparing compounds (Ic) (in general formula (I) , R.sup.1 is a lower alkyl group), process for preparing compounds represented by general formula (II) by hydrolyzing the compounds (Ic) under acidic conditions, process for preparing compounds represented by general formula (II) by solvolysis, under basic conditions, of compounds represented by general formula (III); ##STR1## wherein R.sup.1 is H, a lower alkyl group, a cyanoethyl group, a lower alkanoylaminoethyl group, or a lower dialkylaminoethyl group; R.sup.2 is a 2-tetrahydropyranyl group or a lower alkyloxymethyl group; R.sup.3 is a cyano group, a lower dialkylamino group or a lower alkanoylamino group; and R.sup.4 is a lower alkyl group. The compounds of general formula (I) and (II) are intermediate compounds for preparing optically active 1,4-dihydropyridine derivatives which are useful as medicines for circulatory organs. The compounds can be produced efficiently by the process of the present invention.

REFERENCES:
Chemical Abstracts, vol. 113, No. 17, Abstract 152,264d, Oct. 24, 1990, p. 765, Kim et al.
Charles J. Sih et al., Tetrahedron Letters, 32, 3465 (1991).
Chem. Pharm Bull 39(1) 108-111 (1991).
K. Tamazawa et al. J. Med. Chem. vol. 29, 2504 (1986).
Goldmann et al. Angew Chem. Int. Ed., 30 1559 (1991).
Shibanuma et al., Chem. Pharm. Bull, vol. 28, 2809 (1980).
Achiwa et al., Tetrahedron Letters, 32, 5805 (1991).

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