4,6-bis(3-hydroxyphenoxy)-2-methylsulfanylpyrimidine | 1142360-47-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-bis(3-hydroxyphenoxy)-2-methylsulfanylpyrimidine
• 英文别名: 3-[6-(3-Hydroxyphenoxy)-2-methylsulfanylpyrimidin-4-yl]oxyphenol
• CAS: 1142360-47-1
• 化学式: C₁₇H₁₄N₂O₄S
• 分子量: 342.375
• InChiKey: OTOXORAEEVROJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4,6-bis(3-hydroxyphenoxy)-2-methylsulfanylpyrimidine 、 4,6-difluoro-2-phenylpyrimidine 在 18-冠醚-6 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以94%的产率得到2-methylsulfanyl-4,6-bis[3-(6-fluoro-2-phenylpyrimidin-4-yloxy)phenoxy]pyrimidine
  参考文献：
  名称：

  Odd-Numbered Oxacalix[n]arenes (n = 5, 7): Synthesis and Solid-State Structures

  摘要：

  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.

  DOI：

  10.1021/ol1026969
• 作为产物：
  描述：

  4,6-bis(3-methoxyphenoxy)-2-methylsulfanylpyrimidine 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 以71%的产率得到4,6-bis(3-hydroxyphenoxy)-2-methylsulfanylpyrimidine
  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