The synthesis of the 3-heptyl, and the eleven isomeric 3-methylheptyl-Δ8- tetrahydrocannabinols (3–7, R and S methyl epimers, and 8) has been carried out. The synthetic approach entailed the synthesis of substituted resorcinols, which were subjected to acid catalyzed condensation with trans-para-menthadienol to provide the Δ8-THC analogue. The 1′-, 2′-and 3′-methylheptyl analogues (3–5) are considerably more potent than ...
[Iwasaki, Kotaro; Wan, Kanny K.; Oppedisano, Alberto; Crossley, Steven W. M.; Shenvi, Ryan A. Journal of the American Chemical Society, 2014 , vol. 136, # 4 p. 1300 - 1303]