KR20220012298A - 촉매 칸나비노이드 공정 및 전구체 - Google Patents

촉매 칸나비노이드 공정 및 전구체 Download PDF

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KR20220012298A
KR20220012298A KR1020217041775A KR20217041775A KR20220012298A KR 20220012298 A KR20220012298 A KR 20220012298A KR 1020217041775 A KR1020217041775 A KR 1020217041775A KR 20217041775 A KR20217041775 A KR 20217041775A KR 20220012298 A KR20220012298 A KR 20220012298A
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alkyl
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alkenyl
alkynyl
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카말루딘 압둘-라시드
웬리 지아
카림 압둘-라시드
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카레 케미컬 테크놀로지스 인코포레이티드
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
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    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/73—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
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    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/21—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a non-condensed ring
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    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/04—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis by substitution of SO3H groups or a derivative thereof
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    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
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    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
    • C07C37/0555—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group being esterified hydroxy groups
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
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    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by condensation involving hydroxy groups of phenols or alcohols or the ether or mineral ester group derived therefrom
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
    • C07C37/84—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by crystallisation
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    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/23—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing six-membered aromatic rings and other rings, with unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
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    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/215—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring having unsaturation outside the six-membered aromatic rings
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    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/293—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
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    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/12—Acetic acid esters
    • C07C69/14—Acetic acid esters of monohydroxylic compounds
    • C07C69/145—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols
    • C07C69/157—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols containing six-membered aromatic rings
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
    • C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
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    • C—CHEMISTRY; METALLURGY
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    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C07F7/1872—Preparation; Treatments not provided for in C07F7/20
    • C07F7/188—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-O linkages
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    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
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    • C07B2200/09—Geometrical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
KR1020217041775A 2019-05-23 2020-05-20 촉매 칸나비노이드 공정 및 전구체 Ceased KR20220012298A (ko)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201962851837P 2019-05-23 2019-05-23
US62/851,837 2019-05-23
US201962890661P 2019-08-23 2019-08-23
US62/890,661 2019-08-23
PCT/CA2020/050674 WO2020232545A1 (en) 2019-05-23 2020-05-20 Catalytic cannabinoid processes and precursors

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KR20220012298A true KR20220012298A (ko) 2022-02-03

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US (1) US20220220089A1 (https=)
EP (1) EP3959193A4 (https=)
JP (1) JP7654642B2 (https=)
KR (1) KR20220012298A (https=)
CN (1) CN114269717A (https=)
AU (1) AU2020280231A1 (https=)
CA (3) CA3179248C (https=)
IL (1) IL288196B2 (https=)
MX (1) MX2021014329A (https=)
SG (1) SG11202112677WA (https=)
WO (1) WO2020232545A1 (https=)

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Publication number Priority date Publication date Assignee Title
GB201916849D0 (en) 2019-11-19 2020-01-01 Gw Res Ltd Cannabidiol-type cannabinoid compound
BR112022019616A2 (pt) * 2020-03-31 2022-12-06 Phytotherapeutix Ltd Compostos terpenofenólicos e seu uso
CA3174197A1 (en) * 2020-03-31 2021-10-07 Kamaluddin Abdur-Rashid Catalytic cannabigerol processes and precursors
US20230192588A1 (en) * 2020-06-03 2023-06-22 Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. Cannabidiolic acid (cbda) derivatives and uses thereof
EP4253390A4 (en) * 2020-11-25 2024-12-04 Chengdu Baiyu Pharmaceutical Co., Ltd. PROCESS FOR PURIFYING CANNABINOID COMPOUNDS
GB2602019A (en) 2020-12-15 2022-06-22 Gw Res Ltd Cannabinoid derivative as a pharmaceutically active compound and method of preparation thereof
WO2022133544A1 (en) * 2020-12-23 2022-06-30 Botanix Pharmaceuticals Limited Cbd cannabinoids and cbd cannabinoid analogues
TW202304857A (zh) * 2021-04-07 2023-02-01 加拿大商美蒂普爾製藥公司 內生性大麻素系統靶向前驅藥及其治療用途
ES3058168T3 (en) * 2021-05-12 2026-03-09 Jazz Pharmaceuticals Research Uk Ltd Resorcinol derivative as a pharmaceutically active compound and method of preparation thereof
WO2023004414A1 (en) * 2021-07-23 2023-01-26 Colorado Chromatography, Llc A method for preparing hexahydrocannabinol
AU2022324615A1 (en) 2021-08-04 2024-02-15 Demeetra Agbio, Inc. Cannabinoid derivatives and their use
AU2022403631A1 (en) * 2021-12-09 2024-07-25 Kare Chemical Technologies Inc. Catalytic tetrahydrocannabinol synthesis and precursors
US20260097049A1 (en) * 2022-09-29 2026-04-09 Blackstone Therapeutics, Llc Cannabinoid analogs and methods of use for treatment and prevention of cancer
AU2023404746A1 (en) * 2022-12-02 2025-07-17 Benethera (Shaoxing) Biotechnology Co., Ltd. Compound and use thereof in treatment of treg-related diseases
WO2025006693A1 (en) * 2023-06-30 2025-01-02 University Of Mississippi Cannabidiol-like compounds and methods for the selective preparation of the same

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TWI366460B (en) * 2005-06-16 2012-06-21 Euro Celtique Sa Cannabinoid active pharmaceutical ingredient for improved dosage forms
CN102766128A (zh) * 2005-09-29 2012-11-07 阿尔巴尼分子研究公司 δ-9-四氢大麻酚的生成方法
JP5704925B2 (ja) 2008-02-08 2015-04-22 ウェルズ ファーゴ バンク ナショナル アソシエイション オリゴマー−カンナビノイドコンジュゲート
US20120172339A1 (en) * 2009-07-10 2012-07-05 Northeastern University Angiogenic resorcinol derivatives
US20180037528A1 (en) 2015-02-27 2018-02-08 The Feinstein Institute For Medical Research Treatment method, compounds, and method of increasing trpv2 activity
US20170008869A1 (en) * 2015-07-10 2017-01-12 Noramco, Inc. Process for the production of cannabidiol and delta-9-tetrahydrocannabinol
DK3455213T3 (da) * 2016-05-13 2022-03-07 Symrise Ag Fremgangsmåde til at oprense cannabinoid-forbindelser via simulated moving bed-kromatografi
WO2020069214A2 (en) * 2018-09-26 2020-04-02 Demetrix, Inc. Optimized expression systems for producing cannabinoid synthase polypeptides, cannabinoids, and cannabinoid derivatives
CN112062697B (zh) 2019-05-22 2023-09-01 上海特化医药科技有限公司 间苯多酚衍生物及其制备方法
CN114981235A (zh) * 2019-09-09 2022-08-30 卡瑞化学技术公司 大麻素衍生物、前体和用途
BR112022019616A2 (pt) * 2020-03-31 2022-12-06 Phytotherapeutix Ltd Compostos terpenofenólicos e seu uso

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US20220220089A1 (en) 2022-07-14
EP3959193A1 (en) 2022-03-02
EP3959193A4 (en) 2022-07-13
IL288196B1 (en) 2025-04-01
IL288196B2 (en) 2025-08-01
CN114269717A (zh) 2022-04-01
AU2020280231A1 (en) 2021-12-02
CA3179235A1 (en) 2020-11-26
CA3141590C (en) 2023-01-03
JP7654642B2 (ja) 2025-04-01
BR112021023512A2 (pt) 2022-02-01
SG11202112677WA (en) 2021-12-30
CA3141590A1 (en) 2020-11-26
CA3179248A1 (en) 2020-11-26
WO2020232545A1 (en) 2020-11-26
IL288196A (en) 2022-01-01
MX2021014329A (es) 2022-01-04
CA3179248C (en) 2024-02-06
JP2022533484A (ja) 2022-07-22

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