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Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (12): 2005-2016. Previous Articles     Next Articles

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4-(1-硫杂-2亚氨基-3,4-二氮杂-1,4-亚丁基)-4-脱氧阿维菌素B1a的合成

颜世强；梁晓梅；张建军*；王道全   

  1. (中国农业大学理学院 农业部农药化学与应用技术重点开放实验室 北京 100193)
  • 收稿日期:2009-02-04 修回日期:2009-04-27 发布日期:2009-07-15
  • 通讯作者: 张建军 E-mail:zhangjianjun@cau.edu.cn

Synthesis of 4-(3,4-Diaza-2-imino-1-thia-1,4-butylene)-4-deoxyavermectin B1a Derivatives

Yan, Shiqiang；Liang, Xiaomei；Zhang, Jianjun*；Wang, Daoquan   

  1. (Key Laboratory of Pesticide Chemistry and Application Technology, College of Science, China Agricultural University, Beijing 100193)
  • Received:2009-02-04 Revised:2009-04-27 Published:2009-07-15

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Abstract Fifteen new 4—(3,4—diaza—2—imino—1—thia—1,4—butylene)—4—deoxyavermectin B1a derivatives（7a～7o）were synthesized from avermectin B1a by the selective protection of C—5—hydroxy group and oxidation of C—4—hydroxy group followed by condensation with N—substitued thiosemicarbazones, oxidative cyclisation on treatment with manganese dioxide and deprotection. The structures of the target compounds were confirmed by 1H NMR, 13C NMR and MS.

Key words: avermectin, 1,3,4-thiadiazole, N-substituted thiosemicarbazide, synthesis