1-[5-(2-hydroxyethoxymethyl)furan-2-yl]hept-2-yn-1-ol | 784193-62-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-[5-(2-hydroxyethoxymethyl)furan-2-yl]hept-2-yn-1-ol
• CAS: 784193-62-0
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: HWTSZIXVXXTUOR-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  1-[5-(2-hydroxyethoxymethyl)furan-2-yl]hept-2-yn-1-ol 在 copper(II) sulfate 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 (Z)-2-(hept-2-ynylidene)-1,6,9-trioxaspiro[4.5]dec-3-ene 、 (E)-2-(hept-2-ynylidene)-1,6,9-trioxaspiro[4.5]dec-3-ene
  参考文献：
  名称：

  Synthesis and Antifeeding Activities of Tonghaosu Analogues

  摘要：

  Tonghaosu (1), a lead for a botanical antifeedant, and its 22 analogues were synthesized according to a previously reported concise and straightforward procedure. The structures of all new compounds were confirmed by NMR, IR, MS, and HREIMS or elemental analysis. Their insect antifeedant activities against the large white butterfly (Pieris brassicae L.) were examined, and six analogues (Z- and E-6h and Z-isomers of 6i-I), which contain 1,3-diyn or 3,4-methylenedioxyphenyl acetylene group, showed considerable antifeedant activity. Interestingly, Zisomers of 6i-k are much more active than their corresponding E-isomers.

  DOI：

  10.1021/jf049479v
• 作为产物：
  描述：

  Acetic acid 2-(5-formyl-furan-2-ylmethoxy)-ethyl ester 在 正丁基锂 、 四甲基乙二胺 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 9.5h， 生成 1-[5-(2-hydroxyethoxymethyl)furan-2-yl]hept-2-yn-1-ol
  参考文献：
  名称：

  Synthesis and Antifeeding Activities of Tonghaosu Analogues

  摘要：

  Tonghaosu (1), a lead for a botanical antifeedant, and its 22 analogues were synthesized according to a previously reported concise and straightforward procedure. The structures of all new compounds were confirmed by NMR, IR, MS, and HREIMS or elemental analysis. Their insect antifeedant activities against the large white butterfly (Pieris brassicae L.) were examined, and six analogues (Z- and E-6h and Z-isomers of 6i-I), which contain 1,3-diyn or 3,4-methylenedioxyphenyl acetylene group, showed considerable antifeedant activity. Interestingly, Zisomers of 6i-k are much more active than their corresponding E-isomers.

  DOI：

  10.1021/jf049479v