METHOD OF SUBSTITUTED 1,3,4,9-TETRAHYDROPYRANO (3,4-B) INIOLE-ACETIC ACIDS PRODUCTION

The solution concerns a method of production of substituted 1,3,4,9-tetrahydropyrano-[3,4-b]-indol-1-acetic acids of general formula I, where R means alkyl residuum with 1 to 4 carbon atoms, R and R mean atoms of hydrogen or they form together the group -CH=CH-CH=CH- at origination of benzene nucleus, R and R mean hydrogen atom, alkyl residuum with 1 to 6 carbon atoms are halogen atom, as well as of slats of these compounds, acceptable from the pharmaceutical point of view by 1) condensation of the substituted methyl ester of indol-3-acetic acid of general formula VIII, where R and R are of the above mentioned meaning, with halogenide of general formula IX, where R and R are of the above mentioned meaning and X means atom of halogen from the group consisting of chlorine, brome, or iodine, resulting in origination of ester of α-substituted indol-3-acetic acid of general formula X, where R , R , R and R are of the above mentioned meaning, 2) by reduction compound of general formula X, resulting in origination of compound of general formula VI, where R , R , R and R are of the above mentioned meaning, 3) by introduction of the obtained compound of general formula VI into reaction with methyl ester of 3-methoxy-2-alkan acid of general formula VII, where R is of the above mentioned meaning, resulting in origination of methyl ester of compound of general formula I, where R , R , R , R and R are of the above mentioned meaning with subsequent hydrolysis of the ester obtained in this manner resulting in origination of a compound of general formula I.