CAS: 207446-90-0; (3R,3As,6R,6As,9R,10R,10As)-9,10-Dihydroxy-3,6,9-Trimethyldecahydro-2H-Naphtho[8A,1-B]Furan-2-One

该化合物是一个复杂的有机化合物,其特征是其多环结构和多个立体中心.该化合物具有一个引信的双环系统,有助于其独特的三维相容.氢氧基化合物的存在表明,它具有氢联结的潜力,影响其溶性和再活性.三甲基组表明,它可能表现出缺水性特征,影响其在生物系统中的相互作用.此外,分子的立体化学学作用(以R和S配置为标志)在确定其生物活动和药理特性方面发挥着关键作用.这种化合物往往对医药化学和天然产品合成具有兴趣,其结构复杂性可导致不同生物影响.

结构式图片

上下游产品

(3R,3a,6R,6aS,10aS)-3a,4,5,6,6a,7,8,8a-°Ctahydro-3,6,9-trimethylnaphtho[8a,1-b]furan-2(3H)-one

合成工艺路线路线简述

    📜Dihydro-Epi-Deoxyarteannuin B置于四氧化锇,Potassium Carbonate,Potassium Hexacyanoferrate(III)体系中,用 水,叔丁醇 用作溶剂,以58%的收率获得青蒿素 M
    参考文献:Structure Elucidation Of Arteannuin O,A Novel Cadinane Diol From Artemisia Annua,And The Synthesis Of Arteannuins K,L,M And O
    标题:Structure Elucidation Of Arteannuin O,A Novel Cadinane Diol From Artemisia Annua,And The Synthesis Of Arteannuins K,L,M And O
    摘要:The Novel Cadinane Diol,Arteannuin O (1),Has Been Obtained From Artemisia Annua And Its Structure Has Been Established By 2D NMR And X-Ray Crystallography. A Reconstructive Synthesis Of Arteannuin O From Artemisinin Is Described,Which Also Yields The Natural Products Arteannuin K And Arteannuin L. Mechanistic Considerations Have Led To The Conclusion That The Stereochemistry Of The 5-Hydroxyl Group Was Wrongly Assigned When Arteannuins K,L And M Were First Reported As Natural Products. This Was Confirmed By Derivatization Of Synthetic Arteannuins K,L And M As Their Mosher Esters. (C) 2001 Elsevier Science Ltd. All Rights Reserved.
    Doi:10.1016/s0040-4020(01)00633-0

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    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.1002/chin.200401163
    摘要:Brown GD, Liang G, Sy L. Terpenoids from the Seeds of Artemisia annua. ChemInform. 2003 Dec 18;35(1). doi: 10.1002/chin.200401163.
    参考文献:10.1055/s-0028-1088126
    摘要:Moeller K. Intramolecular Anodic Olefin Coupling Reactions: Using Radical Cation Intermediates to Trigger New Umpolung Reactions. Synlett. 2009 Apr 08;2009(08):1208–18. doi: 10.1055/s-0028-1088126.
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