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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (02): 193-196. 上一篇    下一篇

研究论文

5-苄氧亚氨基-5-脱氧阿维菌素B1a的合成

贾月梅，吴景平，梁晓梅，孟香清，王道全*   

  1. (农业部农药化学与应用技术重点开放实验室 中国农业大学应用化学系 北京 100094)
  • 收稿日期:2004-03-16 修回日期:2004-09-13 发布日期:2005-01-15
  • 通讯作者: 王道全

Synthesis of 5-Benzyloxyimino-5-deoxyavermectin B1a Derivatives

JIA Yue-Mei,WU Jing-Ping,LIANG Xiao-Mei
MENG Xiang-Qing,WANG Dao-Quan*   

  1. (Key Laboratory of Pesticide Chemistry and Application Technology, Department of Applied Chemis-try,
    China Agricultural University, Beijing 100094)
  • Received:2004-03-16 Revised:2004-09-13 Published:2005-01-15
  • Contact: WANG Dao-Quan

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被引次数

6

以阿维菌素B1a为原料经过选择性氧化合成5-氧代-5-脱氧阿维菌素B1a, 再与O-取代羟胺盐酸盐反应合成了5个5-苄氧亚氨基-5-脱氧阿维菌素B1a (4a～4e), 通过1H NMR, 13C NMR, MS, IR确证了它们的结构. 生测结果表明它们对于棉铃虫和甜菜夜蛾有一定的杀虫活性.

关键词: O-取代羟胺, 5-苄氧亚氨基-5-脱氧阿维菌素B1a, 阿维菌素, 合成

Five 5-benzyloxyimino-5-deoxyavermectin B1a derivatives 4a～4e were synthesized from aver- mectin B1a by selective oxidization of the hydroxyl group at C-5, followed by the reaction with O-substi- tuted hydroxylamines. Their structures were confirmed by 1H NMR, 13C NMR, IR and MS spectra. Insecticidal activities of compounds 4a～4e were tested against Helicoverpa armigera and Spodoptera exigua.

Key words: 5-benzyloxyimino-5-deoxyavermectin B1a, synthesis, O-substituted hydroxylamine, avermectin