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    Synthesis of phytocannabinoids including a decarboxylation step
    1.
    发明授权
    Synthesis of phytocannabinoids including a decarboxylation step 有权

    公开(公告)号：US10807931B2

    公开(公告)日：2020-10-20

    申请号：US16639202

    申请日：2018-08-16

    申请人： THE UNIVERSITY OF SYDNEY

    发明人： Tristan Reekie ,  Michael Scott ,  Michael Kassiou

    IPC分类号： C07C37/50 ,  C07C39/15 ,  C07D311/58 ,  C07D311/80 ,  C07D311/94

    摘要： Method for decarboxylating a carboxylated phytocannabinoid compound of Formula I to form a phytocannabinoid compound of Formula II: Formula I Formula II wherein: R1 is selected from the group consisting of: substituted or unsubstituted C1-C5 alkyl; R2 is selected from the group consisting of: OH or O, and R3 is selected from the group consisting of: a substituted or unsubstituted cyclohexene, a substituted or unsubstituted C2-C8 alkene, or a substituted or unsubstituted C2-C8 dialkene; or R2 is O, and R2 and R3 together form a ring structure in which R2 is an internal ring atom; wherein the method includes heating a reaction mixture comprising the carboxylated phytocannabinoid compound and a polar aprotic solvent in the presence of a LiCl for a time sufficient to decarboxylate at least a portion of the carboxylated phytocannabinoid compounds and form the phytocannabinoid compound.

    SYNTHESIS OF PHYTOCANNABINOIDS INCLUDING A DEMETHYLATION STEP
    4.
    发明申请
    SYNTHESIS OF PHYTOCANNABINOIDS INCLUDING A DEMETHYLATION STEP 有权

    公开(公告)号：US20210163438A1

    公开(公告)日：2021-06-03

    申请号：US16639194

    申请日：2018-08-16

    申请人： THE UNIVERSITY OF SYDNEY

    发明人： Tristan Reekie ,  Michael Scott ,  Michael Kassiou

    IPC分类号： C07D311/80 ,  C07D311/04 ,  C07C51/09 ,  C07C65/19

    摘要： A method for demethylating a methylated phytocannabinoid compound of Formula I to form a phytocannabinoid compound of Formula II: Formula I Formula II wherein: R1 is selected from the group consisting of: substituted or unsubstituted C1-C5 alkyl; R2 is selected from the group consisting of: OH or O, and R3 is selected from the group consisting of: a substituted or unsubstituted cyclohexene, a substituted or unsubstituted C2-C8 alkene, or a substituted or unsubstituted C2-C8 dialkene; or R2 is O, and R2 and R3 together form a ring structure in which R2 is an internal ring atom; wherein the method includes: heating a reaction mixture comprising the methylated phytocannabinoid compounds and a polar aprotic solvent in the presence of a dissolved inorganic alkaline salt for a time sufficient to demethylate at least a portion of the methylated phytocannabinoid compounds and form the phytocannabinoid compound.

    SYNTHESIS OF PHYTOCANNABINOIDS INCLUDING A DECARBOXYLATION STEP
    5.
    发明申请
    SYNTHESIS OF PHYTOCANNABINOIDS INCLUDING A DECARBOXYLATION STEP 审中-公开

    公开(公告)号：US20200172459A1

    公开(公告)日：2020-06-04

    申请号：US16639202

    申请日：2018-08-16

    申请人： THE UNIVERSITY OF SYDNEY

    发明人： Tristan Reekie ,  Michael Scott ,  Michael Kassiou

    IPC分类号： C07C37/50 ,  C07C39/15 ,  C07D311/94 ,  C07D311/80 ,  C07D311/58

    摘要： method for decarboxylating a carboxylated phytocannabinoid compound of Formula I to form a phytocannabinoid compound of Formula II: Formula I Formula II wherein: R1 is selected from the group consisting of: substituted or unsubstituted C1-C5 alkyl; R2 is selected from the group consisting of: OH or O, and R3 is selected from the group consisting of: a substituted or unsubstituted cyclohexene, a substituted or unsubstituted C2-C8 alkene, or a substituted or unsubstituted C2-C8 dialkene; or R2 is O, and R2 and R3 together form a ring structure in which R2 is an internal ring atom; wherein the method includes heating a reaction mixture comprising the carboxylated phytocannabinoid compound and a polar aprotic solvent in the presence of a LiCl for a time sufficient to decarboxylate at least a portion of the carboxylated phytocannabinoid compounds and form the phytocannabinoid compound.