Process for the preparation of new heterocyclic compounds

Details Process for the preparation of new heterocyclic compounds Process for the preparation of new heterocyclic compounds

C - Chemistry, Metallurgy

07

D

260/235.01, 260/

C07D 307/935 (2006.01) C07C 405/00 (2006.01) C07D 307/937 (2006.01) C07F 9/54 (2006.01)

Patent

CA 1169871

ABSTRACT OF THE INVENTION The invention relates to the manufacture of heterocyclic compounds which particularly act as inhibitors of blood platelet aggregation and as blood pressure lowering agents and which correspond to the general formula (I) Image wherein R1 is hydrogen, a cation or the residue of an alcohol, R2 represents hydrogen or methyl, A is a member of the group consisting of the radicals -CH2-CH2-,(trans)-CH=CH- and -C?C-, and wherein B represents an alkyl or a cycloalkyl radical. In these compounds the phenyl radical may be arranged with respect to the double bond in the E- and/or in the Z-configuration and at the carbon atom bearing the group R2 (and others) may exist RS- or S-config- uration. The compound: of formula I are prepared starting from derivatives of 3.alpha.,5.alpha.-Dihydroxy-cyclopentane-1.alpha.-acetaldehyde .gamma.-Lactol substituted accordingly and phosphonium salts of-the formula Image wherein R6 represents hydrogen or alkyl and wherein Hal is chlorine, bromine or iodine, brominating or iodinating and cyclisizing the product obtained in the first step of the process, followed by dehydrohalogenation and, if desired, salt formation or saponification, respectively, of the carboxylic group attached to the phenyl radical being esterified during the preceding steps of the reaction.

382448

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