CAS: 10453-89-1; 2,2-Dimethyl-3-(2-Methylprop-1-En-1-yl)Cyclopropanecarboxylic Acid

该化合物是一种自然形成的有机化合物,被归类为碳酸,主要以其作为各种杀虫剂合成的前体,特别是除虫菊酯,广泛用于农业和虫害防治;该化合物具有双环结构,其特点是环丙烷,与环己烷结合,并配有碳酸功能组;温石棉一般是色素不及色的,可粉色的黄色液体,有独特的气味;它溶于有机溶剂,但水溶性有限;该化合物对水生生物具有中度毒性,需要谨慎处理和在农业实践中应用;此外,由于染色酸具有芳香,因此在合成芳香和调味剂方面的潜在用途得到承认.

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CAS号97-41-6 菊酸乙酯 | CAS号4489-12-7 2,2-dimethyl-3R... | CAS号7427-85-2 2,2-dimethyl-3-... | CAS号5617-92-5 (±)-菊醇 | CAS号110-03-2 2,5-二甲基-2,5-己二醇 | CAS号6223-78-5 2,5-二氯-2,5-二甲基己烷 | CAS号623-73-4 重氮乙酸乙酯 | CAS号764-13-6 2,5-二甲基-2,4-己二烯 | CAS号6227-48-1 chrysanthemumic... | CAS号54406-48-3 右旋烯炔菊酯 | CAS号271241-14-6 四氟甲醚菊酯

合成工艺路线路线简述

    📜菊酸乙酯置于水,Sodium Hydroxide体系中,用 四氢呋喃,甲醇 用作溶剂,以91%的收率获得菊甲酸
    参考文献:桦木蛋白衍生的化合物作为α病毒复制的抑制剂
    标题:桦木蛋白衍生的化合物作为α病毒复制的抑制剂
    摘要:本文描述了自然存在的三萜类桦木精蛋白的合成衍生物对semliki森林病毒(sfv)复制的抑制作用(1).对c-3和c-28上的oh基团以及c-20-C-29双键进行了化学修饰.还测定了一组杂环白桦蛋白衍生物.C-3的游离或乙酰化oh基团被确定为抗sfv活性的重要结构贡献者,3,28-Di-O-乙酰基白蛋白(4)是最有效的衍生物(ic 50值为9.1μm ).桦木酸(13),28-O-四氢吡喃基贝特林(17)和三唑烷衍生物(41)还显示可抑制sindbis病毒,Ic 50值分别为0.5,1.9和6.1μm.当与3'-氨基-3'-脱氧腺苷联合使用时,后三种化合物还对sfv具有显着的协同作用.与以前对其他病毒的研究相比,13的抗病毒活性被映射为在病毒复制阶段发生.还显示功效独立于外部鸟苷补充.
    Doi:10.1021/np9003245

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    专利信息


    专利号:US-10647655-B2
    优先权日:2016-09-02
    标题:Method for the synthesis of permethrin
    发明人:PULLAGURLA MANIK REDDY; NANDA KUMAR MECHERIL VALSAN; VELIGETLA MADHUSUDHANA RAO; RANGISETTY JAGADEESH BABU
    权利人:BIOPHORE INDIA PHARMACEUTICALS PVT LTD
    摘要:An improved method for the synthesis of substantially pure Permethrin having purity greater than 99.5% by Gas Chromatography provided. The embodiments also relates to a purification process of Permethrin by recrystallization from methanol-water mixture.

    专利号:US-7723539-B2
    优先权日:2004-06-16
    标题:Catalysts based on metal complexes for the synthesis of optically active chrysanthemic acid
    发明人:CARLONI SILVIA; BORZATTA VALERIO; MORONI LENI; TANZI GIADA; SARTORI GIOVANNI; MAGGI RAIMONDO
    权利人:ENDURA SPA
    摘要:Catalysts are described based on metal complexes derived from optically active s compounds, chosen from the classes consisting of bisoxazolines and salicylaldimines supported on an organic or inorganic matrix and employed in particular for the synthesis of optically active chrysanthemic acid.

    专利号:US-4749797-A
    优先权日:1983-04-08
    标题 :Tetra-alkyl-2,2,5,5-cyclohexanone-4-01-1 compounds and their sulphonyl derivatives, the process and the intermediates for preparing them and their use in the synthesis of cis-cyclopropane lactones
    发明人:D ANGELO JEAN; REVIAL GILBERT; AZERAD ROBERT; BUISSON DIDIER
    权利人:ROUSSEL UCLAF
    摘要:New tetra-alkyl-2,2,5,5-cyclohexanone-4-ol-1-compounds and their sulphonyl derivatives with the general formula: ##STR1## in which: each of R and R', identical or different, represents an alkyl radical (1-5 carbons) and R' represents a hydrogen atom or a radical SO 2 R'' in which R'' represents an alkyl radical (1-5 carbons) or an aryl radical (6-14 carbons), the process and the intermediates for their preparation, as well as their use in the synthesis of cyclopropane lactones of cis structure.

    专利号:US-4567265-A
    优先权日:1984-01-16
    标题:Cyclopropanoid cyanoesters and method of making same
    发明人:BABLER JAMES H
    权利人:UNIV LOYOLA CHICAGO
    摘要:Cyclopropanoid cyanoesters of the formula: where R' is -CH3 or -CH2CH3, and A is (a) -H, or (b) A, B represents an aliphatic group joined to a carbon atom on the cyclopropanoid ring, thereby forming a spiro group, A, B being selected from structures having the formula: (i) -(CH2)n-, wherein n=3, 4, or 5, and (ii) -(CH2)2-Y-(CH2)2-, wherein Y is NCH3, O, or S); and, when A is -H, B is selected from the group consisting of: +TR (CH3)2CHCH2. are disclosed. These compositions are useful in the synthesis of pyrethroids. A process for synthesis of cyclopropanoid cyanoesters by reacting 2-nitropropane with cyanoesters of the general formula: is also disclosed and claimed.

    专利号:WO-9216499-A1
    优先权日:1991-03-13
    标 题 :General synthesis method by photochemical process of cyclopropanic components present in natural pyrethrines and in synthetic pyrethroids and their 1-aza-1,4,6 trianic precursors
    发明人:ARMESTO VILAS DIEGO; GOMEZ GALLEGO MAR; HORSPOOL WILLIAM M; BERMEJO TORRES FERNANDO
    权利人:UNIV MADRID COMPLUTENSE
    摘要:The present invention relates to the synthesis of 2,2-dimethyl-3-(vinyl-2,2-bi-substituted) cyclopropanocarboxylic acids. Said acids are present in the majority of natural pyrethrines and in synthetic pyrethroids. These acids are obtained by the transposition reaction aza-di-Ï€-methane of a 1-aza-1,4,6-trianic system for which there are disclosed three different synthetic processes. Thereby, precursors are available to obtain pyrethrines and pyrethroids, obtained by a direct and simple process with a high yield.

    专利号:US-5443978-A
    优先权日:1993-03-11
    标 题 :Chrysanthemyl diphosphate synthase, corresponding genes and use in pyrethrin synthesis
    发明人:ELLENBERGER SUZANNE R; PEISER GALEN D; BELL RUSSELL N; HUSSEY JR CHARLES E; SHATTUCK-EIDENS DONNA M; SWEDLUND BRADLEY D
    权利人:AGRIDYNE TECH INC
    摘要:This invention provides a purified chrysanthemyl diphosphate synthase (CDS), a method for the purification of CDS from Chrysanthemum cinerariaefolium, and an amino acid sequence of the isolated CDS. Also provided is a cDNA encoding the CDS, a nucleotide sequence of the CDS gene, and a derived amino acid sequence of the encoded CDS protein. The CDS gene is useful in the enzymatic production of the natural stereospecific configuration of chrysanthemyl derivatives which are useful for the synthesis of pyrethrins, pyrethroids, derivatives thereof, as well as other classes of metabolites.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Xu H, Lybrand D, Bennewitz S, Tissier A, Last RL, Pichersky E. Production of trans-chrysanthemic acid, the monoterpene acid moiety of natural pyrethrin insecticides, in tomato fruit. Metab Eng. 2018 May;47:271-278. doi: 10.1016/j.ymben.2018.04.004. Epub 2018 Apr 9. doi: 10.1104/pp.17.01330. Epub 2017 Nov 9.
    4: Tabata J, Ichiki RT. (1S,3R)-cis-Chrysanthemyl Tiglate: Sex Pheromone of the Striped Mealybug, Ferrisia virgata. J Chem Ecol. 2017 Aug;43(8):745-752. doi: 10.1007/s10886-017-0879-z. Epub 2017 Aug 19. doi: 10.1080/00498254.2017.1283718. Epub 2017 Feb 5. doi: 10.1186/s12864-016-3409-4.
    7: Fan J, Zareyan S, Zhao W, Shimizu Y, Pfeifer TA, Tak JH, Isman MB, Van den Hoven B, Duggan ME, Wood MW, Wellington CL, Kulic I. Identification of a Chrysanthemic Ester as an Apolipoprotein E Inducer in Astrocytes. PLoS One. 2016 Sep 6;11(9):e0162384. doi: 10.1371/journal.pone.0162384. eCollection 2016.

    合成参考文献


    摘要:National Technical Information Service., AD691-490
    摘要:Gigiena i Sanitariya. For English translation, see HYSAAV., 51(1)(16), 1986
    参考文献:10.1007/bf00156732
    摘要:Slamenová D, Dusinská M, Gábelová A, Bohusová T, Oravec C. An evaluation of three pesticides: piritione, supercypermethrin and metolachlor in transformation bioassays of BHK21 and hamster embryo cells. Cell Biol Toxicol. 1992 Oct;8(4):217–31. doi: 10.1007/bf00156732.
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