CAS: 1196-01-6; (1S,5S)-4,6,6-Trimethylbicyclo[3.1.1]Hept-3-En-2-One

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18881-04-4 80-57-9 18309-32-5

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上下游产品

(-)-α-pinene hept-3-en-2-ol(1R,2R,5R)-2,6,6-Trimethylbicyclo3.1.1hept-3-en-2-ol (S)-cis-Verbenol (Z)-verbenol (S)-cis-Verbenol hept-3-en-2-one(1S,5R)-4,6,6-trimethyl-3-phenylthiobicyclo3.1.1hept-3-en-2-one (1S,5R)-6,6-dimethyl-4-styrylbicyclo[3.1.1]hept-3-en-2-one (1S,5R)-6,6-Dimethyl-4-((1E,3E)-4-phenyl-buta-1,3-dienyl)-bicyclo[3.1.1]hept-3-en-2-one

合成工艺路线路线简述

    (-)-Verbenone Epoxide置于二氯二茂钛,锌,Sodium Dihydrogenphosphate体系中,用 四氢呋喃 用作溶剂,以96%的收率获得马鞭草烯醇
    参考文献:Radical Reactions On Pinene-Oxide Derivatives Induced By Ti(III)
    标题:Radical Reactions On Pinene-Oxide Derivatives Induced By Ti(III)
    摘要:A Practical,Brief And Selective Synthesis Of Several Pinene Oxide Derived Terpenoids Can Be Achieved From Readily Available Starting Materials. The Key Step Is A Radical Reaction Promoted By Titanocene Chloride. (C) 2011 Elsevier Ltd. All Rights Reserved.
    Doi:10.1016/j.Tet.2011.10.004

    海关参考信息

    专利信息


    专利号:US-5175378-A
    优先权日:1990-08-03
    标题 :Synthesis of optically pure forms of ipsdienol
    发明人：BROWN HERBERT C
    权利人:ALDRICH CHEM CO INC
    摘要:An improved process for preparing either optically pure enantiomer of the bark beetle pheromones ipsenol and ipsdienol is provided. The process is also applicable to the condensation of aldehydes of widely varying properties to the corresponding chiral alcohol.

    专利号:US-5175371-A
    优先权日:1990-08-03
    标 题:Synthesis of optically pure forms of ipsenol
    发明人：BROWN HERBERT C
    权利人:ALDRICH CHEM CO INC
    摘要:An improved process for preparing either optically pure enantiomer of the bark beetle pheromones ipsenol and ipsdienol is provided. The process is also applicable to the condensation of aldehydes of widely varying properties to the corresponding chiral alcohol.

    专利号:CN-108821942-A
    优先权日:2018-08-02
    标 题:A kind of method of directly catalyzing the synthesis of hydrated pinanol by α-pinene

    专利号:RU-2189967-C1
    优先权日:2001-05-14
    标 题:Method of synthesis of cis-verbenol

    专利号:CN-110156566-B
    优先权日:2019-06-18
    标 题 :Green and simple preparation method for the synthesis of (-)-trans verbenol and its enantiomer (+)-trans verbenol

    专利号:WO-0123337-A1
    优先权日:1999-09-30
    标 题 :Novel processes for the synthesis of 1d-chiro-inositol and intermediates

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    主要参考文献

    [参考文献]: Fettig Cj, Et Al. Responses Of Dendroctonus Brevicomis (Coleoptera: Curculionidae) In Behavioral Assays: Implications To Development Of A Semiochemical-Based Tool For Tree Protection.J Econ Entomol. 2012 Feb;105(1):149-60.
    [参考文献]: Innocent E, Et Al. Constituents Of The Essential Oil Of Suregada Zanzibariensis Leaves Are Repellent To The Mosquito, Anopheles Gambiae S.S..J Insect Sci. 2010;10:57.
    [参考文献]: Christopher J Fettig, Et Al. Efficacy Of "Verbenone Plus" For Protecting Ponderosa Pine Trees And Stands From Dendroctonus Brevicomis (Coleoptera: Curculionidae) Attack In British Columbia And California. J Econ Entomol. 2012 Oct;105(5):1668-80.
    [参考文献]: Deepa S Pureswaran, Et Al. Semiochemical Emission From Individual Galleries Of The Southern Pine Beetle, (Coleoptera: Curculionidae: Scolytinae), Attacking Standing Trees. J Econ Entomol. 2012 Feb;105(1):140-8.
    [参考文献]: Dorothea Kaufmann, Et Al. Myrtenal Inhibits Acetylcholinesterase, A Known Alzheimer Target. J Pharm Pharmacol. 2011 Oct;63(10):1368-71.

    合成参考文献


    参考文献:10.1002/cbdv.201400340
    摘要:Marinas IC, Oprea E, Chifiriuc MC, Badea IA, Buleandra M, Lazar V. Chemical Composition and Antipathogenic Activity of Artemisia annua Essential Oil from Romania. Chemistry & Biodiversity. 2015 Oct;12(10):1554–64. doi: 10.1002/cbdv.201400340.
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