6-(1,3-dioxolan-2-yl)hex-3-yne-1,2-diol | 1190987-79-1

• 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: 6-(1,3-dioxolan-2-yl)hex-3-yne-1,2-diol
• CAS: 1190987-79-1
• 化学式: C₉H₁₄O₄
• 分子量: 186.208
• InChiKey: GJQDKHJSCHVRJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(1,3-dioxolan-2-yl)hex-3-yne-1,2-diol 在 氯[2-(二叔丁基磷)二苯基]金 、 silver trifluoromethanesulfonate 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以90%的产率得到2-(2-(furan-2-yl)ethyl)-1,3-dioxolane
  参考文献：
  名称：

  An Extremely Facile Synthesis of Furans, Pyrroles, and Thiophenes by the Dehydrative Cyclization of Propargyl Alcohols

  摘要：

  Furans, pyrroles, and thiophenes are efficiently prepared by gold-catalyzed dehydrative cyclizations of readily available, heteroatom-substituted propargylic alcohols. The reactions are rapid, high-yielding, and procedurally simple, giving essentially pure aromatic heterocycles in minutes under open-flask conditions with catalyst loadings as low as 0.05 mol %.

  DOI：

  10.1021/ol901901m
• 作为产物：
  描述：

  1-(tert-butyldiphenylsilyloxy)-6-(1,3-dioxolan-2-yl)hex-3-yn-2-ol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 6-(1,3-dioxolan-2-yl)hex-3-yne-1,2-diol
  参考文献：
  名称：

  An Extremely Facile Synthesis of Furans, Pyrroles, and Thiophenes by the Dehydrative Cyclization of Propargyl Alcohols

  摘要：

  Furans, pyrroles, and thiophenes are efficiently prepared by gold-catalyzed dehydrative cyclizations of readily available, heteroatom-substituted propargylic alcohols. The reactions are rapid, high-yielding, and procedurally simple, giving essentially pure aromatic heterocycles in minutes under open-flask conditions with catalyst loadings as low as 0.05 mol %.

  DOI：

  10.1021/ol901901m