| (Z)-15-二十四碳烯酸的选择性合成 |
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| 引用本文： | 刘〓琳,席〓亮,董〓莹,严胜骄,林〓军.(Z)-15-二十四碳烯酸的选择性合成[J].云南大学学报(自然科学版),2010,32(3):329-332. |
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| 作者姓名： | 刘〓琳 席〓亮 董〓莹 严胜骄 林〓军 |
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| 作者单位： | 云南大学化学科学与工程学院教育部自然资源药物化学重点实验室, 云南昆明 650091 |
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| 摘 要： | 从易得原料芥酸(2)出发,通过酯化、还原、溴代反应得到溴代二十二碳烯(5),将5分别通过与乙酰乙酸乙酯和与丙二酸二乙酯反应生成中间体6和7,二者经成酸水解后脱羧均得到了具有药物活性的目标化合物(Z)-15-二十四碳烯酸,产物经甲酯化后通过GC-MS检测,其顺式结构比例大于90%.其结构经NMR,IR和MS表征.
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| 关 键 词： | 芥酸 乙酰乙酸乙酯 丙二酸二乙酯 (Z)-15-二十四碳烯酸 脱羧 |
Selective synthesis of (Z)-15-tetracosenic acid |
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| LIU Lin,XI Liang,DONG Ying,YAN Sheng-jiao,LIN Jun.Selective synthesis of (Z)-15-tetracosenic acid[J].Journal of Yunnan University(Natural Sciences),2010,32(3):329-332. |
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| Authors: | LIU Lin XI Liang DONG Ying YAN Sheng-jiao LIN Jun |
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| Institution: | Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China |
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| Abstract: | (Z)-15-tetracosenic acid,a cis-configurated monounsaturated long-chain fatty acid which has various pharmaceutical activities,was synthesized from readily available raw material,erucic acid(2).The synthesis was carried out through esterification,reduction and bromination to afford erucyl bromide 5,5 was then reacted with ethyl acetoacetate and diethyl malonate respectively to provide intermediates 6 and 7,both of them were hydrolyzed and decarboxylated to yield target compound 1 with cis-isomer content >90%.The structure of the product was characterized by NMR,IRand MS. |
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