| 烟草甲性信息素及其异构体的简易合成法 |
| |
| 引用本文： | 陈海滨,胡武新,杜永均. 烟草甲性信息素及其异构体的简易合成法[J]. 农药学学报, 2015, 17(2): 225-229. DOI: 10.3969/j.issn.1008-7303.2015.02.16 |
| |
| 作者姓名： | 陈海滨 胡武新 杜永均 |
| |
| 作者单位： | 1.温州医科大学 健康与环境生态研究所, 浙江 温州 325035 |
| |
| 基金项目： | 浙江省科技厅面上项目(2009C32088). |
| |
| 摘 要： | 从2,4-二甲基戊二酸出发,经酯化、还原、格氏反应、选择性保护分子中的一个羟基后,再经氧化及脱保护反应,以61%的总收率合成了烟草甲性信息素及其异构体——4,6-二甲基-7-羟基-3-壬酮(7);7经脱水环化反应,得到另一种烟草甲性信息素及其异构体——2,6-二乙基-3,5-二甲基-3,4-二氢呋喃(8)。各产物结构均经核磁共振氢谱、碳谱及质谱分析确证。
|
| 关 键 词： | 烟草甲 性信息素 2 4-二甲基戊二酸 格氏反应 脱水环化反应 |
| 收稿时间： | 2014-10-27 |
Convenient synthesis of the sex pheromone and its isomers of Lasioderma serricorne |
| |
| Chen Haibin,Hu Wuxin and Du Yongjun. Convenient synthesis of the sex pheromone and its isomers of Lasioderma serricorne[J]. Chinese Journal of Pesticide Science, 2015, 17(2): 225-229. DOI: 10.3969/j.issn.1008-7303.2015.02.16 |
| |
| Authors: | Chen Haibin Hu Wuxin Du Yongjun |
| |
| Affiliation: | 1.Institute of Health and Environmental Ecology, Wenzhou Medical University, Wenzhou 325035, Zhejiang Province, China |
| |
| Abstract: | The sex pheromone of Lasioderma serricorne and its isomer, 7-hydroxyl-4,6-dimethylnonan-3-one(7), have been synthesized in an overall yield of 61% starting from 2,4-dimethylglutaric acid via esterification, reduction, Grignard reaction, mono-etherification, oxidation and deprotection reaction sequence. Another sex pheromone and its isomer 2,6-diethyl-3,5-dimethyl-3,4-dihydro-2H-pyran(8), were obtained by cyclodehydration of 7-hydroxy-4,6-dimethylnonan-3-one. The structures of products were confirmed by NMR and MS spectra spectroscopies. |
| |
| Keywords: | Lasioderma serricorne sex pheromone 2,4-dimethylglutaric acid Grignard reaction cyclodehydration |
| 本文献已被 CNKI 万方数据 等数据库收录！ |
| 点击此处可从《农药学学报》浏览原始摘要信息 |
|
点击此处可从《农药学学报》下载全文 |
|
