10-furan-2-yl-2-methyl-dec-3-yn-2-ol | 1150308-22-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 10-furan-2-yl-2-methyl-dec-3-yn-2-ol
• 英文别名: 10-(Furan-2-yl)-2-methyldec-3-yn-2-ol
• CAS: 1150308-22-7
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: CCOAKBSELBDUPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  10-furan-2-yl-2-methyl-dec-3-yn-2-ol 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以65%的产率得到2-oct-7-ynyl-furan
  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：

  2-(6-bromo-hexyl)furan 、 2-甲基-3-丁炔-2-醇 在 正丁基锂 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 正己烷 为溶剂， 以50%的产率得到10-furan-2-yl-2-methyl-dec-3-yn-2-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

• 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.