acetic acid 3-[5-(3-benzo[1,3]dioxol-5-yl-1-hydroxyprop-2-ynyl)furan-2-yl]propyl ester | 784193-57-3

• 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: acetic acid 3-[5-(3-benzo[1,3]dioxol-5-yl-1-hydroxyprop-2-ynyl)furan-2-yl]propyl ester
• CAS: 784193-57-3
• 化学式: C₁₉H₁₈O₆
• 分子量: 342.348
• InChiKey: IVKNUYKBBQPJDY-UHFFFAOYSA-N

物化性质

• 沸点：
  485.5±45.0 °C(predicted)
• 密度：
  1.33±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  78.13
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  acetic acid 3-[5-(3-benzo[1,3]dioxol-5-yl-1-hydroxyprop-2-ynyl)furan-2-yl]propyl ester 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以98%的产率得到3-benzo[1,3]dioxol-5-yl-1-[5-(3-hydroxypropyl)furan-2-yl]prop-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
• 作为产物：
  描述：

  胡椒醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 正丁基锂 、 四甲基乙二胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 21.67h， 生成 acetic acid 3-[5-(3-benzo[1,3]dioxol-5-yl-1-hydroxyprop-2-ynyl)furan-2-yl]propyl ester
  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