3,5-bis(6-fluoro-2-methylsulfanylpyrimidin-4-yloxy)toluene | 1142360-45-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-bis(6-fluoro-2-methylsulfanylpyrimidin-4-yloxy)toluene
• 英文别名: 4-Fluoro-6-[3-(6-fluoro-2-methylsulfanylpyrimidin-4-yl)oxy-5-methylphenoxy]-2-methylsulfanylpyrimidine
• CAS: 1142360-45-9
• 化学式: C₁₇H₁₄F₂N₄O₂S₂
• 分子量: 408.453
• InChiKey: KVPFWXABWQTWCY-UHFFFAOYSA-N

物化性质

• 熔点：
  161.2-161.7 °C
• 沸点：
  538.8±50.0 °C(predicted)
• 密度：
  1.46±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3,5-bis(6-fluoro-2-methylsulfanylpyrimidin-4-yloxy)toluene 、 间苯二酚 在 18-冠醚-6 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以76%的产率得到4,6,16,18-tetraaza-11-methyl-5,17-bis(methylsulfanyl)-2,8,14,20-tetraoxacalix[4]arene
  参考文献：
  名称：

  Efficient Fragment Coupling Approaches toward Large Oxacalix[n]arenes (n = 6, 8)

  摘要：

  The first rational, stepwise synthesis of enlarged oxacalix[n]arenes (n > 4) is described. Variously substituted oxacalix[3]arene[3]pyrimidines were prepared rather selectively by a straightforward [3 + 3] fragment coupling approach after a thorough search for the optimum nucleophilic aromatic substitution conditions. Similar procedures also allowed facile synthesis of unsymmetrical oxacalix[4]- and oxacalix[8]arenes.

  DOI：

  10.1021/ol900116h
• 作为产物：
  描述：

  3,5-二羟基甲苯 、 4,6-二氟-2-(甲基硫代)嘧啶 在 18-冠醚-6 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以84%的产率得到3,5-bis(6-fluoro-2-methylsulfanylpyrimidin-4-yloxy)toluene
  参考文献：
  名称：

  Efficient Fragment Coupling Approaches toward Large Oxacalix[n]arenes (n = 6, 8)

  摘要：

  The first rational, stepwise synthesis of enlarged oxacalix[n]arenes (n > 4) is described. Variously substituted oxacalix[3]arene[3]pyrimidines were prepared rather selectively by a straightforward [3 + 3] fragment coupling approach after a thorough search for the optimum nucleophilic aromatic substitution conditions. Similar procedures also allowed facile synthesis of unsymmetrical oxacalix[4]- and oxacalix[8]arenes.

  DOI：

  10.1021/ol900116h

文献信息

• Odd-Numbered Oxacalix[<i>n</i>]arenes (<i>n</i> = 5, 7): Synthesis and Solid-State Structures
  作者：Wim Van Rossom、Koen Robeyns、Magriet Ovaere、Luc Van Meervelt、Wim Dehaen、Wouter Maes

  DOI：10.1021/ol1026969

  日期：2011.1.7

  The critical synthetic access to odd-numbered calix[n]arenes has evidently resulted in less attention for these macrocycles, although specific molecular recognition phenomena have been observed for some of them. A straightforward fragment coupling approach has been designed, applying kinetically controlled nucleophilic aromatic substitution reaction conditions, affording odd-numbered oxacalix[n]arenes (n = 5, 7) selectively in high yields. The solid-state conformational behavior and the oxacalix[n]arene cavity size were explored by single-crystal X-ray diffraction studies.