Methods for purifying trans-(-)-delta9-tetrahydrocannabinol and trans-(+)-delta9-tetrahydrocannabinol

摘要

Disclosed is a method of preparing a trans-(-)-delta9-tetrahydrocannabinol composition, comprising: allowing a compositing comprising (+/-)-delta9-tetrahydrocannabinol and an eluting solvent to separate on a chiral stationary phase to provide a trans-(-)-delta9-tetrahydrocannabinol composition, or a trans-(+)-delta9-tetrahydrocannabinol composition, comprising: allowing a composition comprising (+/-)-delta9-tetrahydrocannabinol and an eluting solvent to separate on a chiral stationary phase to provide a trans-(+)-delta9-tetrahydrocannabinol composition, wherein the (+/-)-delta9-tetrahydrocannabinol is obtained from crystalline (+/-)-delta9-tetrahydrocannabinol, and wherein the crystalline (+/-)-delta9-tetrahydrocannabinol is obtained by allowing trans-(-)-delta9-tetrahydrocannabinol and trans-(+)-delta9-tetrahydrocannabinol to crystallize from a first composition comprising trans-(-)-delta9-tetrahydrocannabinol, trans-(+)-delta9-tetrahydrocannabinol and a non-polar organic solvent to provide crystalline (+/-)-delta9-tetrahydrocannabinol, wherein the first composition was obtained by a) forming a biphasic composition comprising (i) a first organic phase and (ii) an alcoholic-caustic phase containing the trans-(-)-delta9-tetrahydrocannabinol and/or the trans-(+)-delta9-tetrahydrocannabinol; b) separating the trans-(-)-delta9-tetrahydrocannabinol and/or the trans-(+)-delta9-tetrahydrocannabinol from the alcoholic-caustic phase; and c) forming a first composition comprising the trans-(+)-delta9-tetrahydrocannabinol, trans-(-)-delta9-tetrahydrocannabinol, and a non-polar solvent.