diisopropyl(2-o-tolylethynyl)(1-(3-(trifluoromethyl)phenoxy)but-3-yn-2-yloxy)silane | 1000209-42-6

• 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: diisopropyl(2-o-tolylethynyl)(1-(3-(trifluoromethyl)phenoxy)but-3-yn-2-yloxy)silane
• CAS: 1000209-42-6
• 化学式: C₂₆H₂₉F₃O₂Si
• 分子量: 458.596
• InChiKey: MGNSBAMYUPIFKS-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.77
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  6-甲氧基烟腈 、 diisopropyl(2-o-tolylethynyl)(1-(3-(trifluoromethyl)phenoxy)but-3-yn-2-yloxy)silane 在 carbon monoxide,cobalt,cyclopenta-1,3-diene 作用下， 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 24.0h， 以39%的产率得到(3S)-5-(6-methoxypyridin-3-yl)-7-(2-methylphenyl)-1,1-di(propan-2-yl)-3-[[3-(trifluoromethyl)phenoxy]methyl]-3H-oxasilolo[3,4-c]pyridine
  参考文献：
  名称：

  Diversity Synthesis of Complex Pyridines Yields a Probe of a Neurotrophic Signaling Pathway

  摘要：

  Recognizing the value of including complex pyridines in small-molecule screening collections, we developed a previously unexplored [2 + 2 + 2]-cycloaddition of silyl-tethered diynes with nitriles. The tether provides high regioselectivity, while the solvent THF allows Catalytic CpCo(CO)(2) to be used without exogenous irradiation. One of the resulting bicyclic and monocyclic (desilylated) pyridines was identified as an inhibitor of neuregulin-induced neurite outgrowth (EC(50) = 0.30 mu M) in a screen that probes a pathway likely to be involved in breast cancers and schizophrenia.

  DOI：

  10.1021/ol8004936
• 作为产物：
  描述：

  diisopropyl(o-tolylethynyl)silane 、 (2S)-1-[3-(trifluoromethyl)phenoxy]but-3-yn-2-ol 在 N-溴代丁二酰亚胺(NBS) 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 diisopropyl(2-o-tolylethynyl)(1-(3-(trifluoromethyl)phenoxy)but-3-yn-2-yloxy)silane
  参考文献：
  名称：

  Diversity Synthesis of Complex Pyridines Yields a Probe of a Neurotrophic Signaling Pathway

  摘要：

  Recognizing the value of including complex pyridines in small-molecule screening collections, we developed a previously unexplored [2 + 2 + 2]-cycloaddition of silyl-tethered diynes with nitriles. The tether provides high regioselectivity, while the solvent THF allows Catalytic CpCo(CO)(2) to be used without exogenous irradiation. One of the resulting bicyclic and monocyclic (desilylated) pyridines was identified as an inhibitor of neuregulin-induced neurite outgrowth (EC(50) = 0.30 mu M) in a screen that probes a pathway likely to be involved in breast cancers and schizophrenia.

  DOI：

  10.1021/ol8004936