4-((2-chloro-5-pyridyl)dimethylsilyl)phenylboronic acid | 1160183-99-2

• 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: 4-((2-chloro-5-pyridyl)dimethylsilyl)phenylboronic acid
• 英文别名: [4-[(6-Chloropyridin-3-yl)-dimethylsilyl]phenyl]boronic acid；[4-[(6-chloropyridin-3-yl)-dimethylsilyl]phenyl]boronic acid
• CAS: 1160183-99-2
• 化学式: C₁₃H₁₅BClNO₂Si
• 分子量: 291.617
• InChiKey: ZFIWTRQBVHKRBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.24
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (4-bromophenyl)(2-chloro-5-pyridyl)dimethylsilane 在 (CH₃)3CLi 、 NaIO₄ 、 NH₃OCOCH₃ 作用下， 以 四氢呋喃 、 水 、 丙酮 、 正戊烷 为溶剂， 生成 4-((2-chloro-5-pyridyl)dimethylsilyl)phenylboronic acid
  参考文献：
  名称：

  4-((2-Halogeno-5-pyridyl)dimethylsilyl)phenylboronic Acids: New Potential Building Blocks for the Synthesis of Silicon-Containing Drugs

  摘要：

  With the synthesis of 4-((2-fluoro-5-pyridyl)dimethylsilyl)phenylboronic acid (1a) and 4-((2-chloro-5-pyridyl)dimethylsilyl)phenylboronic acid (1b), new potential building blocks for the synthesis of silicon-containing drugs have been made available. Compounds 1a,b were characterized by elemental analyses, multinuclear NMR experiments, and single-crystal X-ray diffraction studies. The synthetic potential of la was demonstrated by the Suzuki-Miyaura coupling reaction with 4-bromophenol to give (2-fluoro-5-pyridyl)(4'-hydroxy-(1,1'-biphenyl)-4-yl)dimethylsilane (2).

  DOI：

  10.1021/om900175m

文献信息

• 4-((2-Halogeno-5-pyridyl)dimethylsilyl)phenylboronic Acids: New Potential Building Blocks for the Synthesis of Silicon-Containing Drugs
  作者：Dennis Troegel、Frank Möller、Christian Burschka、Reinhold Tacke

  DOI：10.1021/om900175m

  日期：2009.6.8

  With the synthesis of 4-((2-fluoro-5-pyridyl)dimethylsilyl)phenylboronic acid (1a) and 4-((2-chloro-5-pyridyl)dimethylsilyl)phenylboronic acid (1b), new potential building blocks for the synthesis of silicon-containing drugs have been made available. Compounds 1a,b were characterized by elemental analyses, multinuclear NMR experiments, and single-crystal X-ray diffraction studies. The synthetic potential of la was demonstrated by the Suzuki-Miyaura coupling reaction with 4-bromophenol to give (2-fluoro-5-pyridyl)(4'-hydroxy-(1,1'-biphenyl)-4-yl)dimethylsilane (2).