1-phenyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-yn-1-ol | 1309387-66-3

• 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: 1-phenyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-yn-1-ol
• 英文别名: 7-(Oxan-2-yloxy)-1-phenylhept-3-yn-1-ol；7-(oxan-2-yloxy)-1-phenylhept-3-yn-1-ol
• CAS: 1309387-66-3
• 化学式: C₁₈H₂₄O₃
• 分子量: 288.387
• InChiKey: OGUHZSWJLATZAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  450.4±45.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-phenyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-yn-1-ol 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以80%的产率得到1-phenyl-hept-3-yne-1,7-diol
  参考文献：
  名称：

  A Highly Efficient Access to Spiroketals, Mono-unsaturated Spiroketals, and Furans: Hg(II)-Catalyzed Cyclization of Alkyne Diols and Triols

  摘要：

  Hg(II) salts are identified as highly efficient catalysts for the versatile construction of spiroketals from alkyne diols in aqueous conditions. Monounsaturated spiroketals and furans were accessed with equal ease when propargylic triols (or propargylic diols) were subjected to similar conditions. Even the semiprotected alkyne diols gave the corresponding spiroketals with the same ease in a cascade manner. The reactions are Instant and high yielding at ambient temperatures. Regioselectivity issues are well addressed.

  DOI：

  10.1021/ol201102x
• 作为产物：
  描述：

  氧化苯乙烯 、 2-(4-戊炔氧基)四氢-2H-吡喃 在 正丁基锂 、 4-羟甲基-3-甲氧基苯氧基乙酸 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 以85%的产率得到1-phenyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-yn-1-ol
  参考文献：
  名称：

  A Highly Efficient Access to Spiroketals, Mono-unsaturated Spiroketals, and Furans: Hg(II)-Catalyzed Cyclization of Alkyne Diols and Triols

  摘要：

  Hg(II) salts are identified as highly efficient catalysts for the versatile construction of spiroketals from alkyne diols in aqueous conditions. Monounsaturated spiroketals and furans were accessed with equal ease when propargylic triols (or propargylic diols) were subjected to similar conditions. Even the semiprotected alkyne diols gave the corresponding spiroketals with the same ease in a cascade manner. The reactions are Instant and high yielding at ambient temperatures. Regioselectivity issues are well addressed.

  DOI：

  10.1021/ol201102x

文献信息

• A Highly Efficient Access to Spiroketals, Mono-unsaturated Spiroketals, and Furans: Hg(II)-Catalyzed Cyclization of Alkyne Diols and Triols
  作者：Kontham Ravindar、Maddi Sridhar Reddy、Pierre Deslongchamps

  DOI：10.1021/ol201102x

  日期：2011.6.17

  Hg(II) salts are identified as highly efficient catalysts for the versatile construction of spiroketals from alkyne diols in aqueous conditions. Monounsaturated spiroketals and furans were accessed with equal ease when propargylic triols (or propargylic diols) were subjected to similar conditions. Even the semiprotected alkyne diols gave the corresponding spiroketals with the same ease in a cascade manner. The reactions are Instant and high yielding at ambient temperatures. Regioselectivity issues are well addressed.