7-(1-(hydroxymethyl)cyclohexyl)hept-4-yne-1,3-diol | 1093662-78-2

• 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: 7-(1-(hydroxymethyl)cyclohexyl)hept-4-yne-1,3-diol
• CAS: 1093662-78-2
• 化学式: C₁₄H₂₄O₃
• 分子量: 240.343
• InChiKey: PIKMQMIZVCAINM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  60.69
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  7-(1-(hydroxymethyl)cyclohexyl)hept-4-yne-1,3-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 0.67h， 以83%的产率得到1,7-dioxa-dispiro[5.2.5.2]hexadec-4-ene
  参考文献：
  名称：

  Au-Catalyzed Cyclization of Monopropargylic Triols: An Expedient Synthesis of Monounsaturated Spiroketals

  摘要：

  The gold-catalyzed cyclization of monopropargylic triols to form olefin-containing spiroketals is reported. The reactions are rapid and high yielding when 2 mol % of the catalyst generated in situ from Au[P(t-BU)(2)(o-biphenyI)]Cl and AgOTf is employed in THF at 0 degrees C. A range of differentially substituted triols leading to substituted 5- and 6-membered ring spiroketals were prepared and function well in the reaction.

  DOI：

  10.1021/ol802491m
• 作为产物：
  描述：

  1-(tert-butyldimethylsilyloxy)-7-(1-((tert-butyldimethylsilyloxy)methyl)cyclohexyl)hept-4-yn-3-ol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到7-(1-(hydroxymethyl)cyclohexyl)hept-4-yne-1,3-diol
  参考文献：
  名称：

  Au-Catalyzed Cyclization of Monopropargylic Triols: An Expedient Synthesis of Monounsaturated Spiroketals

  摘要：

  The gold-catalyzed cyclization of monopropargylic triols to form olefin-containing spiroketals is reported. The reactions are rapid and high yielding when 2 mol % of the catalyst generated in situ from Au[P(t-BU)(2)(o-biphenyI)]Cl and AgOTf is employed in THF at 0 degrees C. A range of differentially substituted triols leading to substituted 5- and 6-membered ring spiroketals were prepared and function well in the reaction.

  DOI：

  10.1021/ol802491m