(4R,5E)-5,8,8-trimethylundeca-5-en-1,10-diyn-4-ol | 1448521-14-9

• 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: (4R,5E)-5,8,8-trimethylundeca-5-en-1,10-diyn-4-ol
• 英文别名: (E,4R)-5,8,8-trimethylundec-5-en-1,10-diyn-4-ol
• CAS: 1448521-14-9
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: OXAZCEHXALGTHL-CNELAYHGSA-N

物化性质

• 沸点：
  303.8±42.0 °C(predicted)
• 密度：
  0.935±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5,5-dimethyl-3-trifluoromethylsulfonyloxycyclohex-2-en-1-one 在 吡啶 、 indium 、 (1R,2S)-2-氨基-1,2-二苯基乙醇 、 二异丁基氢化铝 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 20.66h， 生成 (4R,5E)-5,8,8-trimethylundeca-5-en-1,10-diyn-4-ol 、 (4S,5E)-5,8,8-trimethylundeca-5-en-1,10-diyn-4-ol
  参考文献：
  名称：

  Synthesis of High-Value 1,6-Enynes by Tandem Fragmentation/Olefination

  摘要：

  A tandem process provides high-value 1,6-enynes that are otherwise difficult to prepare. Two base-mediated reactions-fragmentation and olefination-are executed in a coordinated manner that is overall more efficient than either reaction on its own. The 1,6-enynes can be strategically employed in conjunction with carbocyclization to deliver important targets, as noted for reported syntheses of hirsutene and illudol.

  DOI：

  10.1021/ol401839e

文献信息

• Synthesis of High-Value 1,6-Enynes by Tandem Fragmentation/Olefination
  作者：Tung T. Hoang、Gregory B. Dudley

  DOI：10.1021/ol401839e

  日期：2013.8.2

  A tandem process provides high-value 1,6-enynes that are otherwise difficult to prepare. Two base-mediated reactions-fragmentation and olefination-are executed in a coordinated manner that is overall more efficient than either reaction on its own. The 1,6-enynes can be strategically employed in conjunction with carbocyclization to deliver important targets, as noted for reported syntheses of hirsutene and illudol.