21-furan-2-ylhenicosa-14,16-diyn-1-ol | 874163-33-4

• 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: 21-furan-2-ylhenicosa-14,16-diyn-1-ol
• 英文别名: 21-(Furan-2-yl)henicosa-14,16-diyn-1-ol
• CAS: 874163-33-4
• 化学式: C₂₅H₃₈O₂
• 分子量: 370.576
• InChiKey: ASJAOJGETFTZHI-UHFFFAOYSA-N

物化性质

• 沸点：
  519.1±30.0 °C(Predicted)
• 密度：
  0.968±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  27
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(6-iodo-hex-5-ynyl)-furan 、 14-十五炔-1-醇 在 四氢吡咯 、 copper(l) iodide 作用下， 以65%的产率得到21-furan-2-ylhenicosa-14,16-diyn-1-ol
  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

• 2-Substituted Furans from the Roots of <i>Polyalthia evecta</i>
  作者：Somdej Kanokmedhakul、Kwanjai Kanokmedhakul、Itsara Kantikeaw、Nutchanat Phonkerd

  DOI：10.1021/np0503202

  日期：2006.1.1

  Four new 2-substituted furans, 19-(2-furyl)nonadeca-5,7-diynoic acid (1), 19-(2-furyl)nonadeca-5-ynoic acid (2), 1-(2-furyl)-pentacosa-7,9-diyne (3), and ester 21-(2-furyl)heneicosa-14,16-diyne-19-(2-furyl)nonadeca-5,7-diynoate (4) have been isolated from the roots of Polyalthia evecta. Their structures were established by spectroscopic techniques. Compounds 1 and 1a showed antiplasmodial activity. The acids I and 2 exhibited antiviral activity against Herpes simplex type 1. In addition, 5 also showed cytotoxicity against the NCI-H187 cell line.
• 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.