(2S)-(-)-4-[4-(4-propylcyclohexyl)phenyl]-3-butyn-2-ol | 861105-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S)-(-)-4-[4-(4-propylcyclohexyl)phenyl]-3-butyn-2-ol
• 英文别名: (2S)-4-[4-(4-propylcyclohexyl)phenyl]but-3-yn-2-ol
• CAS: 861105-56-8
• 化学式: C₁₉H₂₆O
• 分子量: 270.415
• InChiKey: YODNFSJVHLPAMN-HJOIGYKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2S)-(-)-4-[4-(4-propylcyclohexyl)phenyl]-3-butyn-2-ol 在 四(三苯基膦)钯 copper(l) iodide 、 potassium hydride 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 (-)-triisopropyl{4-[1-({2-[({(1S)-1-methyl-3-[4-(4-propylcyclohexyl)phenyl]-2-propynyl}oxy)methyl]-1-naphthyl}ethynyl)-2-naphthyl]-1-butynyl}silane
  参考文献：
  名称：

  Asymmetric Synthesis of [7]Helicene-Like Molecules

  摘要：

  A new approach to nonracemic [7]helicene-like molecules has been developed. Stereoselective Col-mediated [2 + 2 + 2] cycloisomerization of aromatic triynes containing an asymmetric carbon atom produces [7]helicene-like scaffolds in diastereomeric ratios up to 100:0. This central-to-helical chirality transfer can be controlled by the absolute configuration at the asymmetric center and by the presence of carbon substituents.

  DOI：

  10.1021/ol047311p
• 作为产物：
  描述：

  1-bromo-4-(4-propylcyclohexyl)benzene 在 双(乙腈)氯化钯(II) copper(l) iodide 、 正丁基锂 、 碘 、 二异丙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.5h， 生成 (2S)-(-)-4-[4-(4-propylcyclohexyl)phenyl]-3-butyn-2-ol
  参考文献：
  名称：

  Asymmetric Synthesis of [7]Helicene-Like Molecules

  摘要：

  A new approach to nonracemic [7]helicene-like molecules has been developed. Stereoselective Col-mediated [2 + 2 + 2] cycloisomerization of aromatic triynes containing an asymmetric carbon atom produces [7]helicene-like scaffolds in diastereomeric ratios up to 100:0. This central-to-helical chirality transfer can be controlled by the absolute configuration at the asymmetric center and by the presence of carbon substituents.

  DOI：

  10.1021/ol047311p

文献信息

• Asymmetric Synthesis of [7]Helicene-Like Molecules
  作者：Irena G. Stará、Zuzana Alexandrová、Filip Teplý、Petr Sehnal、Ivo Starý、David Šaman、Miloš Buděšínský、Josef Cvačka

  DOI：10.1021/ol047311p

  日期：2005.6.1

  A new approach to nonracemic [7]helicene-like molecules has been developed. Stereoselective Col-mediated [2 + 2 + 2] cycloisomerization of aromatic triynes containing an asymmetric carbon atom produces [7]helicene-like scaffolds in diastereomeric ratios up to 100:0. This central-to-helical chirality transfer can be controlled by the absolute configuration at the asymmetric center and by the presence of carbon substituents.