CAS: 28831-65-4; (2S,3S)-4-((E)-3-((R)-1-Carboxy-2-(3,4-Dihydroxyphenyl)Ethoxy)-3-Oxoprop-1-En-1-yl)-2-(3,4-Dihydroxyphenyl)-7-Hydroxy-2,3-Dihydrobenzofuran-3-Carboxylic Acid

结构式图片

上下游产品

4-{2-[1-Carboxy-2-(3,4-Dimethoxyphenyl)Ethoxycarbonyl]Vinyl}-2-(3,4-Dimethoxyphenyl)-7-Methoxy-2,3-Dihydrobenzofuran-3-Carboxylic Acid 868258-16-6
(2S,3S)-2-(3,4-Dimethoxyphenyl)-4-{(E)-3-[(R)-3-(3,4-Dimethoxyphenyl)-1-Methoxy-1-Oxopropan-2-Yloxy]-3-Oxoprop-1-Eny}-7-Methoxy-2,3-Dihydrobenzofuran-3-Carboxylic Acid 1283147-51-2
2-(3,4-Dimethoxyphenyl)-4-{2-[2-(3,4-Dimethoxyphenyl)-1-Methoxycarbonylethoxycarbony]Vinyl}-7-Methoxy-2,3-Dihydrobenzofuran-3-Carboxylic Acid Methyl Ester 55757-14-7
(2S,3S)-4-[(E)-3-[(2R)-3-(3,4-Dimethoxyphenyl)-1-Methoxy-1-Oxopropan-2-Yl]Oxy-3-Oxoprop-1-Enyl]-2-(2,2-Dimethyl-1,3-Benzodioxol-5-yl)-7-Methoxy-2,3-Dihydro-1-Benzofuran-3-Carboxylic Acid 1400055-66-4
(2E)-3-[trans-2-(3,4-Dimethoxyphenyl)-7-Methoxy-3-(Methoxycarbonyl)-2,3-Dihydrobenzo[b]Furan-4-Yl]Prop-2-Enoic Acid
2-(3,4-Dimethoxyphenyl)-4-Formyl-7-Methoxy-2,3-Dihydrobenzofuran-3-Carboxylic Acid Methyl Ester 868258-12-2
(2S,3S)-2-(3,4-Dimethoxyphenyl)-7-Methoxy-2,3-Dihydrobenzofuran-3-Carboxylic Acid 1283147-53-4
(2S,3S)-[(R)-1-Oxo-1-(Pyrrolidin-1-yl)Propan-2-Yl] 2-(3,4-Dimethoxyphenyl)-7-Methoxy-2,3-Dihydrobenzofuran-3-Carboxylate 1283147-57-8 (2S,3S)-2-(2,2-Dimethyl-1,3-Benzodioxol-5-yl)-7-Methoxy-2,3-Dihydro-1-Benzofuran-3-Carboxylic Acid 1400055-53-9 Methyl (2S,3S)-2-(3,4-Dibromophenyl)-7-Methoxy-2,3-Dihydro-1-Benzofuran-3-Carboxylate 1400055-39-1

合成工艺路线路线简述

    📜2,2-Dibromo-1-(3,4-Dimethoxyphenyl)Ethene置于哌啶,1-Trimethylsilylquinolinium Iodide,吡啶,盐酸,4-二甲氨基吡啶,1-Di(2-(5-Methylfuryl)Phosphanyl)Ferrocene,正丁基锂,[rhcl(Coe)2]2,4 A Molecular Sieve,Sodium Methylate,盐酸-N-乙基-N'-(3-二甲氨基丙基)碳二亚胺,三甲基氢氧化锡体系中,用 甲醇,正己烷,氯仿,1,2-二氯乙烷,甲苯,苯 用作溶剂,化学反应 129.83H,反应生成紫草酸
    参考文献:Total Synthesis Of (+)-Lithospermic Acid By Asymmetric Intramolecular Alkylation Via Catalytic C−h Bond Activation
    标题:Total Synthesis Of (+)-Lithospermic Acid By Asymmetric Intramolecular Alkylation Via Catalytic C−h Bond Activation
    摘要:The Total Synthesis Of (+)-Lithospermic Acid Is Described. The Efficient Synthesis Features An Asymmetric Alkylation Via C-H Bond Activation To Assemble The Dihydrobenzofuran Core Of The Natural Product. This Was Accomplished Via A Chiral Imine-Directed C-H Bond Functionalization And Represents The First Application Of This C-H Activation Method To Natural Product Synthesis. Furthermore,A Challenging Deprotection Of A Late-Stage Permethylated Lithospermic Acid Was Achieved.
    Doi:10.1021/ja052680H

    海关参考信息

    专利信息


    专利号:US-2024109832-A1
    优先权日:2020-11-11
    标题:Rapid construction of tetralin, chromane, and indane motifs via cyclative c-h/c-h coupling: four-step total synthesis of (±)-russujaponol f
    发明人:YU JIN-QUAN; ZHUANG ZHE
    权利人:SCRIPPS RESEARCH INST
    摘要:Disclosed herein is a process for achieving a palladium-catalyzed cyclative C(sp3)-H/C(sp2)-H coupling reaction using a native free carboxylic acid as a directing group, an amino acid ligand, and oxidant. The process is useful for synthesizing a range of biologically important scaffolds, including tetralins, chromanes, and indanes.

    专利号:US-8716532-B2
    优先权日:2009-03-27
    标 题:One pot multicomponent synthesis of some novel hydroxy stilbene derivatives with alpha, beta-carbonyl conjugation under microwave irradiation
    发明人:SHARMA ABHISHEK; SINHA ARUN KUMAR; KUMAR RAKESH; SHARMA NAINA
    权利人:SHARMA ABHISHEK; SINHA ARUN KUMAR; KUMAR RAKESH; SHARMA NAINA; COUNCIL SCIENT IND RES
    摘要:The present invention provides a method for the preparation of some novel multiconjugated 2- or 4-hydroxy substituted stilbenes. The method provides one pot multicomponent approach wherein 3-4 step reaction sequences viz. condensation, decarboxylation and Heck coupling occur simultaneously which results in an enhanced yield of desired products and reduced reaction times.

    专利号:US-2012165567-A1
    优先权日:2009-03-27
    标 题 :One pot multicomponent synthesis of some novel hydroxy stilbene derivatives with alpha, beta-carbonyl conjugation under microwave irradiation

    专利号:TW-201006841-A
    优先权日:2008-05-13
    标 题 :Synthesis of dihydrothieno[3,2-d]pyrimidine diols and similar pyrimidine diols

    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


    1: Lin YL, Tsay HJ, Lai TH, Tzeng TT, Shiao YJ. Lithospermic acid attenuates 1-methyl-4-phenylpyridine-induced neurotoxicity by blocking neuronal apoptotic and neuroinflammatory pathways. J Biomed Sci. 2015 May 28;22:37. doi: 10.1186/s12929-015-0146-y.
    2: Xiuli W, Wei G, Mao S. Pharmacokinetic investigation on interaction between hydrophilic lithospermic acid B and lipophilic tanshinone IIA in rats: an experi- mental study. J Tradit Chin Med. 2015 Apr;35(2):206-10. doi: 10.3892/or.2015.4068. Epub 2015 Jun 16. doi: 10.1016/j.fitote.2013.08.009. Epub 2013 Aug 23. Chinese. doi: 10.1371/journal.pone.0098232. eCollection 2014.
    7: Varadaraju TG, Hwu JR. Synthesis of anti-HIV lithospermic acid by two diverse strategies. Org Biomol Chem. 2012 Jul 28;10(28):5456-65. doi: 10.1039/c2ob25575h. Epub 2012 Jun 6. doi: 10.1002/jssc.201600368. Epub 2016 Sep 6. Chinese. doi: 10.1371/journal.pone.0164421. eCollection 2016.

    合成参考文献


    摘要:Shibata, T.; Tsuchikama, K., Science of Synthesis: Catalytic Transformations via CH Activation, (2015) 1, 295.
    摘要:Sawamura, M.; Shimizu, Y., Science of Synthesis: Knowledge Updates, (2024) 2, 206.
    摘要:Fukuta, T.; Kanai, M., Science of Synthesis: Cross-Dehydrogenative Coupling, (2023) nan, 439.
    参考文献:10.4268/cjcmm20110411
    摘要:Wang Y, Zhu J, Fu S, Zhu L, Zhang Y. [Study on chemical changes of salvianolic acid B and lithospermic acid aqueous under conditions of high temperature and high pressure]. Zhongguo Zhong Yao Za Zhi. 2011 Feb;36(4):434–8.
    📝 需求与反馈
    尽可能描述清楚需求与问题信息
    ×

    通知