摘要 |
(-)-1-Hydroxy-3-alkyl-6,6-dimethyl-9-hydroxymethyl-6a,10a-trans-6a,7,1 0,10a-tetrahydrodibenzo-(b,d)-pyrans (Formula 1) are produced in good yields from the corresponding 9-methylene-1,8-di-acyl compounds (Formula 2) by thermal conversion of the latter into the corresponding 1,11-di-acyl compounds (Formula 3) which are converted into the target compound (Formula 1) by removal of the two acyl groups. Formula 1 compounds, where the alkyl group is a straight or branched chain alkyl of from 1-4 and 6-10 C-atoms are novel homologues of the 3-n-pentyl compound, a metabolite of tetrahydrocannabinol known per se. Formula 1 compounds have bactericidic, sedative, analgetic and psychomimetic effect when applied to the human organism. Novel compounds (Formulae 4a, 5b, 6 and 7) are disclosed as starting materials and/or intermediates, some of them having pharmacological utility similar to the Formula 1 compounds.
|