CAS: 13079-95-3; (1R,3As,4R,6As)-1,4-Bis(Benzo[d][1,3]Dioxol-5-yl)Hexahydrofuro[3,4-C]Furan

该化合物是一种自然产生的离子体,主要产自芝麻种子(Sesamum indicum),以其独特的立体化学和生物活性特性而著称,包括抗氧化剂和抗炎效应.复合物在调节脂肪新陈代谢和通过影响诸如细胞色素P450等酶途径支持肝健康方面的潜力,其高纯度和特征结构使它成为药理学和营养学研究的宝贵参考标准.(-)-萨辛也因其在增强线粒体功能和减轻氧化压力方面的作用而得到研究.对于分析和临床前应用来说,它具有适宜性,它得到了详细的光谱学和染色学验证,以确保科学研究中可再生.

结构式图片

上下游产品

sesamin (3,4-methylenedioxy)phenylmagnesium bromide (1R,2S,3S,4R)-2,3-bis(hydroxymethyl)-1,4-bis(3,4-methylenedioxyphenyl)butane-1,4-diol 5-[(1E)-3-{(S)-1,3-benzodioxol-5-yl[(2S)-oxiran-2-yl]methoxy}prop-1-enyl]-1,3-benzodioxole Piperonylic acid dihydr°Cubebin (-)-eudesmin eudesmine

合成工艺路线路线简述

    📜[(1R,2R,3S,4R)-3-[(1R,2S,3R,4R)-3-[3-(1,3-Benzodioxol-5-yl)-3-Oxopropanoyl]Oxy-4,7,7-Trimethyl-2-Bicyclo[2.2.1]Heptanyl]-1,7,7-Trimethyl-2-Bicyclo[2.2.1]Heptanyl] 3-(1,3-Benzodioxol-5-yl)-3-Oxopropanoate置于lithium Aluminium Tetrahydride,4-甲基苯磺酸吡啶,Sodium Hydride体系中,用 四氢呋喃,N,N-二甲基甲酰胺,苯 用作溶剂,化学反应 31.5H,反应生成(-)-芝麻素
    参考文献:Stereoselective Intramolecular Coupling Of Diaroylacetates Of (1R,1'r)-Exo,Exo'-3,3'-Biisoborneol By Oxidation With Br2
    标题:Stereoselective Intramolecular Coupling Of Diaroylacetates Of (1R,1'r)-Exo,Exo'-3,3'-Biisoborneol By Oxidation With Br2
    摘要:The Oxidative Coupling Of Diaroylacetate Derivatives Prepared From (1R,1'R)-Exo,Exo'-3,3'-Biisoborneol With Nah-Br-2 Gave The Corresponding Intramolecularly Coupled Products Stereoselectively. The Major (R,R)-Isomers Thus Obtained Were Transformed To (-)-Sesamin And (-)-Eudesmin. (C) 2003 Elsevier Ltd. All Rights Reserved.
    Doi:10.1016/s0957-4166(03)00572-X

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    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Concise Enantioselective Synthesis Of Furan Lignans (-)-Dihydrosesamin And (-)-Acuminatin And Furofuran Lignans (-)-Sesamin And (-)-Methyl Piperitol By Radical Cyclization Of Epoxides
    作者:Subhas Chandra Roy,Biplab Banerjee
    摘要:Enantioselective Syntheses Of Furan Lignans (-)-Dihydrosesamin And (-)-Acuminatin And Furofuran Lignans (-)-Sesamin And (-)-Methyl Piperitol Were Achieved In Up To Only Three Steps In 43%, 42%, 63%, And 60% Overall Yield,Respectively, With High Optical Purity Through Stereoselective Intramolecular Radical Cyclization Of Suitably Substituted Epoxy Olefinic Ethers Using Bis(Cyclopentadienyl)Titanium(III)

    合成参考文献


    摘要:Hata, S.; Sibi, M. P., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 884.
    摘要:Mondal, M.; Bora, U., Science of Synthesis: Metal-Catalyzed Cyclization Reactions, (2016) 2, 512.
    参考文献:10.1007/bf02976626
    摘要:Lee S, Kim BK, Cho SH, Shin KH. Phytochemical constituents from the fruits of Acanthopanax sessiliflorus. Arch Pharm Res. 2002 Jun;25(3):280–4. doi: 10.1007/bf02976626.
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