1,3,5-tris((3,5-bis(methoxymethyloxy)benzylthio)methyl)benzene | 943139-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3,5-tris((3,5-bis(methoxymethyloxy)benzylthio)methyl)benzene
• 英文别名: 1,3,5-Tris[[3,5-bis(methoxymethoxy)phenyl]methylsulfanylmethyl]benzene；1,3,5-tris[[3,5-bis(methoxymethoxy)phenyl]methylsulfanylmethyl]benzene
• CAS: 943139-48-8
• 化学式: C₄₂H₅₄O₁₂S₃
• 分子量: 847.082
• InChiKey: KTYGFMXNCAUJPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  57
• 可旋转键数：
  30
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  187
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  1,3,5-tris((3,5-bis(methoxymethyloxy)benzylthio)methyl)benzene 在 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以97%的产率得到1,3,5-tris((3,5-dihydroxybenzylthio)methyl)benzene
  参考文献：
  名称：

  Macrotricycles Featuring a π-Basic Tetrahedral Cavity:  Preference for NH₄⁺ Detected by Electrospray Ionization Mass Spectrometry

  摘要：

  Cation-pi interactions play an important role in biology. The title compounds are C-3-symmetric macrotricycles built from resorcinol, a pi electron-rich arene. They were prepared in up to 18% yield by intramolecular cyclization of 1,3,5-trisubstituted benzene tripods bearing pendant resorcinol groups, with methylene acetal bridges. Positive ESI-MS showed that these receptors recognize NH4+ over K+, and poorly respond to the large t-BuNH3+ cation, suggesting that they bind NH4+ intramolecularly, presumably via cation-pi interactions.

  DOI：

  10.1021/ol070498a
• 作为产物：
  描述：

  S-[3,5-bis(methoxymethoxy)benzyl] thioacetate 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 1,3,5-tris((3,5-bis(methoxymethyloxy)benzylthio)methyl)benzene
  参考文献：
  名称：

  Macrotricycles Featuring a π-Basic Tetrahedral Cavity:  Preference for NH₄⁺ Detected by Electrospray Ionization Mass Spectrometry

  摘要：

  Cation-pi interactions play an important role in biology. The title compounds are C-3-symmetric macrotricycles built from resorcinol, a pi electron-rich arene. They were prepared in up to 18% yield by intramolecular cyclization of 1,3,5-trisubstituted benzene tripods bearing pendant resorcinol groups, with methylene acetal bridges. Positive ESI-MS showed that these receptors recognize NH4+ over K+, and poorly respond to the large t-BuNH3+ cation, suggesting that they bind NH4+ intramolecularly, presumably via cation-pi interactions.

  DOI：

  10.1021/ol070498a