5,11,17,23-tetra-tert-butyl-25-(1-octyloxy)-26,27,28-trihydroxycalix[4]arene | 1114972-60-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23-tetra-tert-butyl-25-(1-octyloxy)-26,27,28-trihydroxycalix[4]arene
• 英文别名: 5,11,17,23-tetra-tert-butyl-25-octyloxy-26,27,28-trihydroxycalix[4]arene；5,11,17,23-Tetratert-butyl-28-octoxypentacyclo[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-25,26,27-triol
• CAS: 1114972-60-9
• 化学式: C₅₂H₇₂O₄
• 分子量: 761.141
• InChiKey: PTCXLMAXTVIFRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.7
• 重原子数：
  56
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,11,17,23-tetra-tertbutyl 25,26,27,28-tetra-hydroxycalix{4}arene*C7H8 在 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 5,11,17,23-tetra-tert-butyl-25-(1-octyloxy)-26,27,28-trihydroxycalix[4]arene
  参考文献：
  名称：

  对叔丁基杯[4]芳烃与亲电​​试剂反应的单钠盐。单官能化杯[4]芳烃的合成与结构

  摘要：

  对叔丁基杯[4]芳烃的单钠盐在DMF中与卤代烷或芳酰氯反应分别生成锥形单烷氧基杯[4]芳烃或1,3-二酰氧基杯[4]芳烃。通过与 NaOMe 相互作用，二酰氧基杯 [4] 芳烃很容易转化为部分锥形构象的单酰氧基杯 [4] 芳烃。讨论了分子内氢键对烷基化和酰化反应过程以及所合成化合物在溶液和结晶状态下的结构的影响。 

  DOI：

  10.1007/s10847-012-0109-9

文献信息

• Microwave-assisted synthesis of 1,3-dialkyl ethers of calix[4]arenes: application to the synthesis of cesium selective calix[4]crown-6 ionophores
  作者：Sandip K. Nayak、Manoj K. Choudhary

  DOI：10.1016/j.tetlet.2011.10.142

  日期：2012.1

  phenolic-OH groups of calix[4]arenes with various alkyl halides/tosylates and K2CO3 under microwave irradiation afforded 1,3-dialkoxycalix[4]arenes in their cone conformation only as predominant/sole product in good yields (71–85%). The protocol was found to be much superior to conventional heating both in terms of yield and reaction time. Some of the 1,3-dialkoxycalix[4]arenes were elaborated further

  微波辐射下杯[4]芳烃的苯酚-OH基与各种烷基卤化物/甲苯磺酸酯和K 2 CO 3的部分醚化，仅以主要/单一产物的形式提供1,3-二烷氧基杯[4]芳烃，其圆锥构象仅为高收率（71–85％）。发现该方案在产率和反应时间方面均比常规加热好得多。一些1,3-二烷氧基杯[4]芳烃被进一步精制为铯选择性杯[4]冠6离子载体的合成。
• Microwave-assisted Alkylation of p-tert-butylcalix[4]arene Lower Rim: The Effect of Alkyl Halides
  作者：Vladimir A. Burilov、Ramil I. Nugmanov、Regina R. Ibragimova、Svetlana E. Solovieva、Igor S. Antipin、Alexander I. Konovalov

  DOI：10.1016/j.mencom.2013.03.022

  日期：2013.3

  Alkylation of p-tert-butylcalix[4]arenes with alkyl bromides or iodides under microwave irradiation affords mostly the corresponding distal disubstituted ethers, whereas in case of alkyl chlorides reasonable yields of monoethers were achieved.
• Monosodium salt of p-tert-butylcalix[4]arene in the reactions with electrophilic reagents. Synthesis and structure of monofunctionalized calix[4]arenes
  作者：Olexander A. Yesypenko、Vyacheslav I. Boyko、Mariia A. Klyachina、Svitlana V. Shishkina、Oleg V. Shishkin、Volodymyr V. Pyrozhenko、Ivan F. Tsymbal、Vitaly I. Kalchenko

  DOI：10.1007/s10847-012-0109-9

  日期：2012.12

  with alkyl halides or aroyl chlorides in DMF formed the cone-shaped monoalkyloxycalix[4]arenes or 1,3-diacyloxycalix[4]arenes, respectively. Diacyloxycalix[4]arenes are easily transformed into monoacyloxycalix[4]arenes in the partial cone conformation by interaction with NaOMe. The influence of intramolecular hydrogen bonding on course of alkylation and acylation reactions as well as the structure of

  对叔丁基杯[4]芳烃的单钠盐在DMF中与卤代烷或芳酰氯反应分别生成锥形单烷氧基杯[4]芳烃或1,3-二酰氧基杯[4]芳烃。通过与 NaOMe 相互作用，二酰氧基杯 [4] 芳烃很容易转化为部分锥形构象的单酰氧基杯 [4] 芳烃。讨论了分子内氢键对烷基化和酰化反应过程以及所合成化合物在溶液和结晶状态下的结构的影响。