1-(tert-butyldimethylsilyloxy)-7-(1-((tert-butyldimethylsilyloxy)methyl)cyclohexyl)hept-4-yn-3-ol | 1093663-39-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(tert-butyldimethylsilyloxy)-7-(1-((tert-butyldimethylsilyloxy)methyl)cyclohexyl)hept-4-yn-3-ol
• CAS: 1093663-39-8
• 化学式: C₂₆H₅₂O₃Si₂
• 分子量: 468.868
• InChiKey: DGGBRQDRVRUONI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.52
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  ((1-(but-3-ynyl)cyclohexyl)methoxy)(tert-butyl)dimethylsilane 、 3-(叔丁基-二甲基-硅烷基OXY)-丙醛 在 正丁基锂 、 水 、 碳酸氢钠 作用下， 以 四氢呋喃 、 正己烷 、 乙醚 为溶剂， 以73%的产率得到1-(tert-butyldimethylsilyloxy)-7-(1-((tert-butyldimethylsilyloxy)methyl)cyclohexyl)hept-4-yn-3-ol
  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