19-furan-2-ylnonadeca-5,7-diynol | 1150308-20-5

• 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: 19-furan-2-ylnonadeca-5,7-diynol
• 英文别名: 19-(Furan-2-yl)nonadeca-5,7-diyn-1-ol
• CAS: 1150308-20-5
• 化学式: C₂₃H₃₄O₂
• 分子量: 342.522
• InChiKey: RNQVIWIOZPDBIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  19-furan-2-ylnonadeca-5,7-diynol 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以49%的产率得到19-furan-2-ylnonadeca-5,7-diynoic acid
  参考文献：
  名称：

  Synthesis of Natural Polyacetylenes Bearing Furan Rings

  摘要：

  The first total syntheses of four new polyacetylene compounds have been achieved using convergent routes, which involved Cadiot-Chodkiewicz copper-catalyzed cross-coupling reactions to sp-sp centers as the key steps. 19-Furan-2-ylnonadeca-5,7-diynoic acid (1), 19-furan-2-ylnonadeca-5,7-diynoic acid methyl ester (2), 2-pentacosa-7,9-diynylfuran (3), and 21-furan-2-ylhenicosa-14,16-diyn-1-ol (4) were stable and could be readily identified, isolated, and purified in high overall yields.

  DOI：

  10.1021/np9000637
• 作为产物：
  描述：

  5-己炔-1-醇 、 2-(13-iodo-tridec-12-ynyl)-furan 在 四氢吡咯 、 copper(l) iodide 作用下， 以75%的产率得到19-furan-2-ylnonadeca-5,7-diynol
  参考文献：
  名称：

  Synthesis of Natural Polyacetylenes Bearing Furan Rings

  摘要：

  The first total syntheses of four new polyacetylene compounds have been achieved using convergent routes, which involved Cadiot-Chodkiewicz copper-catalyzed cross-coupling reactions to sp-sp centers as the key steps. 19-Furan-2-ylnonadeca-5,7-diynoic acid (1), 19-furan-2-ylnonadeca-5,7-diynoic acid methyl ester (2), 2-pentacosa-7,9-diynylfuran (3), and 21-furan-2-ylhenicosa-14,16-diyn-1-ol (4) were stable and could be readily identified, isolated, and purified in high overall yields.

  DOI：

  10.1021/np9000637

文献信息

• Synthesis of Natural Polyacetylenes Bearing Furan Rings
  作者：Daniela A. Barancelli、Anderson C. Mantovani、Cristiano Jesse、Cristina W. Nogueira、Gilson Zeni

  DOI：10.1021/np9000637

  日期：2009.5.22

  The first total syntheses of four new polyacetylene compounds have been achieved using convergent routes, which involved Cadiot-Chodkiewicz copper-catalyzed cross-coupling reactions to sp-sp centers as the key steps. 19-Furan-2-ylnonadeca-5,7-diynoic acid (1), 19-furan-2-ylnonadeca-5,7-diynoic acid methyl ester (2), 2-pentacosa-7,9-diynylfuran (3), and 21-furan-2-ylhenicosa-14,16-diyn-1-ol (4) were stable and could be readily identified, isolated, and purified in high overall yields.