CAS: 15345-89-8; (E)-4-Methoxy-6-Styryl-2H-Pyran-2-One

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上下游产品

diazomethane trans-styryl-pyran-2,4-dione6-trans-styryl-pyran-2,4-dione dimethyl sulfate kawain-2H-pyran-2-one4-hydroxy-6-(E)-2-phenylethenyl-2H-pyran-2-one 7,8-dihydrokawain -2H-pyran-2-one4-acetoxy-6-(E)-2-phenylethenyl-2H-pyran-2-one

合成工艺路线路线简述

    📜Kawain置于2,3-二氯-5,6-二氰基-1,4-苯醌体系中,用 苯 用作溶剂,化学反应 4.0H,以91%的收率获得去甲氧基醉椒素
    参考文献:油桃酮的合成
    标题:油桃酮的合成
    摘要:通过将二甲基丙二酰二氯与反式-4-甲基-3-氧代-4-己酸乙酯缩合,然后水解,脱羧和甲基化所得的3-甲基,可实现合成抗菌真菌代谢物油桃吡喃酮(1)的全合成途径.-4-羟基-5-乙氧基-6-(反式-1-甲基-1-丙烯基)-2-吡喃酮.由于没有进行通过γ-溴-β-甲氧基巴豆酸乙酯的reformatsky反应制备的6-取代的4-甲氧基-5,6-二氢-2-吡喃酮脱氢的替代方案的探索,因此没有被探索.似乎对油桃吡喃酮及其类似物的制备具有普遍适用性.
    Doi:10.1002/jhet.5570180227

    海关参考信息

    专利信息


    专利号:US-6677462-B2
    优先权日:2001-08-06
    标题:Asymmetric synthesis of kavalactones
    发明人：CHEN SHOUJUN; SUN LIJUN; MCCLEARY JOEL
    权利人:KAVA PHARMACEUTICALS INC
    摘要:This invention relates to preparation of enantio-enriched compounds, and more particularly to enantio-enriched kavalactone compounds and derivatives thereof. The methods provide compounds that are useful as reagents, or building blocks, in the construction of other enantio-enriched compounds.

    专利号:US-2019271015-A1
    优先权日:2018-01-17
    标题 :Enzymatic synthesis of kavalactones and flavokavains

    专利号:US-10941429-B2
    优先权日:2018-01-17
    标 题:Enzymatic synthesis of kavalactones and flavokavains

    专利号:CA-2456720-A1
    优先权日:2001-08-06
    标题 :Asymmetric synthesis of kavalactones

    专利号:EP-1414463-A4
    优先权日:2001-08-06
    标题 :ASYMMETRIC SYNTHESIS OF KAVALACTONES

    专利号:JP-2005507867-A
    优先权日:2001-08-06
    标 题 :Asymmetric synthesis of kava lactone

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    主要参考文献

    参考标题:Synthesis Of Novel 5,6-Dehydrokawain Analogs As Osteogenic Inducers And Their Action Mechanisms
    作者:Momochika Kumagai,Keisuke Nishikawa,Takashi Mishima,Izumi Yoshida,Masahiro Ide,Keiko Koizumi,Munetomo Nakamura,Yoshiki Morimoto |发布日期:2017.6
    摘要:Protein (Bmp) And Activation Of P38 Mapk Signaling Pathways. Compounds 14 And 21 Also Inhibited Rankl-Induced Osteoclast Differentiation Of Raw264 Cells. These Results Indicated That Novel 5,6-Dehydrokawain Analogs Not Only Increase Osteogenic Activity But Also Inhibit Osteoclast Differentiation, And Could Be Potential Lead Compounds For The Development Of Anti-Osteoporosis Agents.

    合成参考文献


    参考文献:10.1078/0944711041495263
    摘要:Zou L, Henderson GL, Harkey MR, Sakai Y, Li A. Effects of kava (Kava-kava, 'Awa, Yaqona, Piper methysticum) on c-DNA-expressed cytochrome P450 enzymes and human cryopreserved hepatocytes. Phytomedicine. 2004;11(4):285–94. doi: 10.1078/0944711041495263.
    参考文献:10.1007/s11418-007-0203-2
    摘要:Xuan TD, Fukuta M, Wei AC, Elzaawely AA, Khanh TD, Tawata S. Efficacy of extracting solvents to chemical components of kava (Piper methysticum) roots. Journal of Natural Medicines. 2007 Nov 28;62(2):188. doi: 10.1007/s11418-007-0203-2.
    参考文献:10.1371/journal.pone.0019825
    摘要:Iwai Y, Murakami K, Gomi Y, Hashimoto T, Asakawa Y, Okuno Y, Ishikawa T, Hatakeyama D, Echigo N, Kuzuhara T. Anti-Influenza Activity of Marchantins, Macrocyclic Bisbibenzyls Contained in Liverworts. PLoS ONE. 2011 May 20;6(5):e19825. doi: 10.1371/journal.pone.0019825.
    参考文献:10.1016/j.cbi.2022.109883
    摘要:Melchert PW, Qian Y, Zhang Q, Klee BO, Xing C, Markowitz JS. In vitro inhibition of carboxylesterase 1 by Kava (Piper methysticum) Kavalactones. Chemico-Biological Interactions. 2022 Apr;357():109883. doi: 10.1016/j.cbi.2022.109883.
    参考文献:10.1016/s0021-9673(01)00979-7
    摘要:Kubátová A, Miller DJ, Hawthorne SB. Comparison of subcritical water and organic solvents for extracting kava lactones from kava root. J Chromatogr A. 2001 Jul 20;923(1-2):187–94. doi: 10.1016/s0021-9673(01)00979-7.
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