INTERMEDIATE COMPOUNDS IN THE SYNTHESIS OF DRONABINOL
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app pub date -
Aug 17, 2007
filing date -
Oct 1, 2004
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Abstract
Dronabinol, the tetrahydrocannabinol compound which comprises the active constituent of marijuana and is pharmaceutically useful as an antiemetic, is prepared by a process involving reaction of cis-menth-1-ene-3,8-diol with olivetol to form 1,3-dihydroxy-2-[(1R,6R)-6-(2-hydroxyprop-2-yl)-3-methylcyclohex-2-en-1-y-l]-5-pentylbenzene; and cyclizing the 1,3-dihydroxy-2-[(1R,6R)-6-(2-hydroxypropr-2-yl)-3-methylcyclohex-2-en-1--yl]-5-pentylbenzene so formed to obtain dronabinol. A novel synthesis of cis-menth-1-ene-3,8-diol is also provided.
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