5-N,17-N-bis(1-adamantyl)-26,28-dihydroxy-11,23-diiodo-25,27-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5,17-dicarboxamide | 219712-31-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-N,17-N-bis(1-adamantyl)-26,28-dihydroxy-11,23-diiodo-25,27-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5,17-dicarboxamide
• CAS: 219712-31-9
• 化学式: C₅₆H₆₄I₂N₂O₆
• 分子量: 1114.94
• InChiKey: WTPRKBNXMYFJRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  66
• 可旋转键数：
  10
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  117
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-碘乙醚 、 5-N,17-N-bis(1-adamantyl)-26,28-dihydroxy-11,23-diiodo-25,27-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5,17-dicarboxamide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以31%的产率得到3-N,15-N-bis(1-adamantyl)-9,30-diiodo-34,35-dipropoxy-19,22,25-trioxahexacyclo[15.9.7.17,11.128,32.05,26.013,18]pentatriaconta-1,3,5(26),7,9,11(35),13(18),14,16,28,30,32(34)-dodecaene-3,15-dicarboxamide
  参考文献：
  名称：

  Calix[4]arene-Based Receptors with Hydrogen-Bonding Groups Immersed into a Large Cavity

  摘要：

  A one-pot procedure, which combines the Ritter and Friedel-Crafts reactions, produced the first members of a new type of calix[4]arene-based receptors. The cavity in these receptors is formed by a calix[4]arene framework fixed in the cone conformation and bulky adamantyl or (and) phenylacetylene moieties. Amido and amino groups were used as potential hygrogen bond donors. Preliminary studies revealed interesting complexation properties, in particular, the tetrahedral recognition of water molecules performed by one of the receptors.

  DOI：

  10.1021/jo9804543
• 作为产物：
  描述：

  11,23-dibromo-26,28-dipropoxycalix[4]arene-25,27-diol 在 N-甲基吡咯烷酮 、 碘 、 silver trifluoroacetate 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 30.42h， 生成 5-N,17-N-bis(1-adamantyl)-26,28-dihydroxy-11,23-diiodo-25,27-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5,17-dicarboxamide
  参考文献：
  名称：

  Calix[4]arene-Based Receptors with Hydrogen-Bonding Groups Immersed into a Large Cavity

  摘要：

  A one-pot procedure, which combines the Ritter and Friedel-Crafts reactions, produced the first members of a new type of calix[4]arene-based receptors. The cavity in these receptors is formed by a calix[4]arene framework fixed in the cone conformation and bulky adamantyl or (and) phenylacetylene moieties. Amido and amino groups were used as potential hygrogen bond donors. Preliminary studies revealed interesting complexation properties, in particular, the tetrahedral recognition of water molecules performed by one of the receptors.

  DOI：

  10.1021/jo9804543