phenyl-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: phenyl-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanol
• 英文别名: Phenyl-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]methanol
• 化学式: C₁₈H₂₂BNO₃
• 分子量: 311.189
• InChiKey: XEVBTQADFYAPDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  51.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,5-二溴吡啶 、 异丙醇频哪醇硼酸酯 、 苯甲醛 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 1.0h， 以47%的产率得到phenyl-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanol
  参考文献：
  名称：

  Use of in Situ Isopropoxide Protection in the Metal−Halogen Exchange of Arylboronates

  摘要：

  Isopropoxide protection of arylboronates allowed their use in metal-halogen exchange reactions. The isopropoxide-protected borate species were obtained from a boronate or in situ from dibromoarenes. meta- and para-dibromoarenes were converted via these intermediates into functionalized arylboronates in a one-pot manner.

  DOI：

  10.1021/jo0710329

文献信息

• Use of in Situ Isopropoxide Protection in the Metal−Halogen Exchange of Arylboronates
  作者：Qin Jiang、Meagan Ryan、Paul Zhichkin

  DOI：10.1021/jo0710329

  日期：2007.8.1

  Isopropoxide protection of arylboronates allowed their use in metal-halogen exchange reactions. The isopropoxide-protected borate species were obtained from a boronate or in situ from dibromoarenes. meta- and para-dibromoarenes were converted via these intermediates into functionalized arylboronates in a one-pot manner.