📜油酸甲酯置于正丁基锂,臭氧体系中,用 四氢呋喃,正己烷,二氯甲烷 作为反应溶剂,化学反应 11.5H,反应生成 肉豆蔻脑酸甲酯 参考文献:Process For Preparation Of Hexadecyl Cis-9-Tetradecenoate And Hexadecyl Cis-10-Tetradecenoate 标题:Process For Preparation Of Hexadecyl Cis-9-Tetradecenoate And Hexadecyl Cis-10-Tetradecenoate 摘要:十六烷基顺-9-十四碳烯酸盐通常被称为鲸蜡醇豆蔻酸酯(cmo),目前正被用于治疗骨关节炎和其他关节炎症疾病,顺-9-十四碳烯酸(顺-9-豆蔻酸)是制备cmo的主要前体.由于顺-9-十四碳烯酸的自然植物来源有限,本发明旨在从油酸甲酯合成顺-9-十四碳烯酸甲酯.由于油酸无法以纯净形式获得,因此需要从富含油酸的油类如橄榄油中提取.还从十一烯酸甲酯,即蓖麻油的衍生物,制备了顺-10-十四碳烯酸甲酯,这是顺-9-十四碳烯酸的异构体.十一烯酸在市场上容易以纯净形式获得.通过酶促转酯反应,分别用顺-9-十四碳烯酸甲酯和顺-10-十四碳烯酸甲酯与1-十六醇(鲸蜡醇)反应,制备了十六烷基顺-9-十四碳烯酸盐和十六烷基顺-10-十四碳烯酸盐.这两种鲸蜡醇豆蔻酸酯的异构体都进行了抗关节炎,阻断炎症和在大鼠中减少佐剂诱导关节炎的评价.
专利号:US-12344573-B2 优先权日:2018-07-16 标题:Synthesis of straight-chain lepidopteran pheromones through one- or two-carbon homologation of fatty alkenes 发明人:WAMPLER KEITH M; LEE CHOON WOO; ROZZELL DAVID 权利人:PROVIVI INC 摘要:Methods for the preparation of alkenes including insect pheromones are described. The methods include homologation reactions employing reagents such as 1,3-diesters, epoxides, cyanoacetates, and cyanide salts for elongation of starting materials and intermediates by one or two carbon atoms. The alkenes include insect pheromones useful in a number of agricultural applications.
专利号:US-8816109-B2 优先权日:2009-01-12 标题:Process for preparation of hexadecyl cis-9-tetradecenoate and hexadecyl cis-10-tetradecenoate 发明人:BETHALA LAKSHMI ANU PRABHAVATHI DEVI; KATKAM NADPI GANGADHAR; KUNKUMA VIJAYALAKSHMI; SISTLA RAMAKRISHNA; KUNCHA MADHUSUDHANA; PRAKASH VAMANRAO DIWAN; RACHAPUDI BADARI NARAYANA PRASAD 权利人:BETHALA LAKSHMI ANU PRABHAVATHI DEVI; KATKAM NADPI GANGADHAR; KUNKUMA VIJAYALAKSHMI; SISTLA RAMAKRISHNA; KUNCHA MADHUSUDHANA; PRAKASH VAMANRAO DIWAN; RACHAPUDI BADARI NARAYANA PRASAD; COUNCIL SCIENT IND RES 摘要:Hexadecyl cis-9-tetradecenoate commonly known as Cetyl myristoleate (CMO) is being used for the treatment of osteoarthritis and other joint inflammatory diseases, cis-9-Tetradecenoic acid (cis-9-myristoleic acid) is the main precursor for the preparation of CMO. As there are limited natural plant sources for cis-9-tetradecenoic acid, the present invention aimed at the synthesis of cis-9-tetradecenoic acid methyl ester from oleic acid methyl ester. As oleic acid is not available in pure form, this has to be isolated from oleic acid-rich oils like olive oil. cis-10-Tetradecenoic acid methyl ester, an isomer of cis-9-tetradecenoic acid was also prepared from undecenoic acid methyl ester, a derivative of castor oil. Undecenoic acid is easily available commercially in pure form. Hexadecyl cis-9-tetradecenoate and hexadecyl c/s-10-tetradecenoate were prepared by enzymatic transesterification of cis-9-tetradecenoic acid methyl ester and cis-10-tetradecenoic acid methyl ester with 1-hexadecanol (cetyl alcohol) respectively. Both the isomers of cetyl myristoleate were evaluated for anti arthritis, blocking inflammation and reduction of adjuvant-induced arthritis in rats.
专利号:US-2015065682-A1 优先权日:2013-08-30 标 题 :Aliphatic polyesters and copolyesters derived from natural oils and their related physical properties 发明人:NARINE SURESH; BOUZIDI LAZIZ; LI SHAOJUN; JOSE JESMY; POURFALLAH GHAZALEH 权利人:ELEVANCE RENEWABLE SCIENCES 摘要:The synthesis of certain medium and long chain ω-hydroxy esters and certain ω-hydroxy fatty acids is disclosed. Such ω-hydroxy esters and ω-hydroxy fatty acids are derived from natural oils, and their corresponding polymers were obtained by melt polycondensation. Additionally, the present effort investigates the effects of structural and molecular parameters on the thermal and mechanical properties of ω-hydroxy ester based polymers. Additionally, the present effort investigates the co-polymerization of ω-hydroxy ester based polymers.
专利号:EP-3583088-B1 优先权日:2017-02-17 标 题:Synthesis of pheromones and related materials via olefin metathesis
专利号:BR-112018009885-B1 优先权日:2015-11-18 标题:METHODS OF SYNTHESIS OF FATTY OLEFIN DERIVATIVE THROUGH OLEFIN METATHESIS
专利号:EP-3823946-A1 优先权日:2018-07-16 标题 :Synthesis of straight-chain lepidopteran pheromones through one- or two- carbon homologation of fatty alkenes
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合成参考文献
参考文献:10.1007/s10886-014-0452-y 摘要:Wang H, Brattström O, Brakefield PM, Francke W, Löfstedt C. Identification and Biosynthesis of Novel Male Specific Esters in the Wings of the Tropical Butterfly, Bicyclus martius sanaos. Journal of Chemical Ecology. 2014 Jun 04;40(6):549–59. doi: 10.1007/s10886-014-0452-y. 摘要:Zhang, M.; Hanson, P. R., Science of Synthesis, (2007) 20, 925.