5,11-di-tert-butylcalix[4]arene-25,26,27,28-tetrol | 202198-76-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5,11-di-tert-butylcalix[4]arene-25,26,27,28-tetrol
• 英文别名: 5,11-Ditert-butylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-25,26,27,28-tetrol
• CAS: 202198-76-3
• 化学式: C₃₆H₄₀O₄
• 分子量: 536.711
• InChiKey: IDJGBRAXXKTEIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  40
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-叔丁基苄溴 、 5,11-di-tert-butylcalix[4]arene-25,26,27,28-tetrol 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 3.5h， 以73%的产率得到5,11-di-tert-butyl-26,28-bis[(4-tert-butylbenzyl)oxy]calix[4]arene-25,27-diol
  参考文献：
  名称：

  Resolution of inherently chiral calix[4]arenes with AABB and CDCD substitution patterns on the upper and lower rims, respectively

  摘要：

  Proximal di-tert-butylcalix[4]arene (5,11-di-tert-butylcalix[4]arene-25,26,27,28-tetrol) 1b, obtained by direct partial removal of tert-butyl groups from p-tert-butylcalix[4]arene, gave high yields of inherently chiral derivatives upon 'symmetry breaking' by syn-distal di-O-alkylation or di-O-acylation in the presence of K2CO3 The chirality of these compounds was proven by the splitting of H-1 NMR signals in the presence of Pirkle's reagent and in some cases by HPLC enantiomeric resolution using chiral stationary phases and corroborated by mirror-image CD spectra. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00273-1
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 72.0h， 生成 5,11-di-tert-butylcalix[4]arene-25,26,27,28-tetrol
  参考文献：
  名称：

  Synthesis and characterization of imidazole-substituted calix[4]arenes as simple enzyme-mimics with acyltransferase activity

  摘要：

  Calix[4]arenes which bear imidazole groups at different positions at the wide rim act as catalysts for enzyme-like release of p-nitrophenol from p-nitrophenyl esters in buffered solution. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01688-4

文献信息

• De-<i>tert</i>-butylation of <i>p-tert</i>-Butylcalix[4]arene with Nafion:  A New Route to the Synthesis of Completely and Partially Debutylated <i>p-tert</i>-Butylcalix[4]arenes
  作者：Seung Gul Rha、Suk-Kyu Chang

  DOI：10.1021/jo971607+

  日期：1998.4.1
• Synthesis and characterization of imidazole-substituted calix[4]arenes as simple enzyme-mimics with acyltransferase activity
  作者：Günter Dospil、Jürgen Schatz

  DOI：10.1016/s0040-4039(01)01688-4

  日期：2001.10

  Calix[4]arenes which bear imidazole groups at different positions at the wide rim act as catalysts for enzyme-like release of p-nitrophenol from p-nitrophenyl esters in buffered solution. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Resolution of inherently chiral calix[4]arenes with AABB and CDCD substitution patterns on the upper and lower rims, respectively
  作者：Salvatore Caccamese、Alessandra Bottino、Francesca Cunsolo、Silvia Parlato、Placido Neri

  DOI：10.1016/s0957-4166(00)00273-1

  日期：2000.8

  Proximal di-tert-butylcalix[4]arene (5,11-di-tert-butylcalix[4]arene-25,26,27,28-tetrol) 1b, obtained by direct partial removal of tert-butyl groups from p-tert-butylcalix[4]arene, gave high yields of inherently chiral derivatives upon 'symmetry breaking' by syn-distal di-O-alkylation or di-O-acylation in the presence of K2CO3 The chirality of these compounds was proven by the splitting of H-1 NMR signals in the presence of Pirkle's reagent and in some cases by HPLC enantiomeric resolution using chiral stationary phases and corroborated by mirror-image CD spectra. (C) 2000 Elsevier Science Ltd. All rights reserved.