5,11,17,23-tetra-tert-butyl-25,27-di{[4-(methoxycarbonyl)phenyl]methoxy}-2,8,14,20-tetrathiacalix[4]arene-26,28-diol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,11,17,23-tetra-tert-butyl-25,27-di{[4-(methoxycarbonyl)phenyl]methoxy}-2,8,14,20-tetrathiacalix[4]arene-26,28-diol
• 英文别名: Methyl 4-[[5,11,17,23-tetratert-butyl-26,28-dihydroxy-27-[(4-methoxycarbonylphenyl)methoxy]-2,8,14,20-tetrathiapentacyclo[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-dodecaen-25-yl]oxymethyl]benzoate；methyl 4-[[5,11,17,23-tetratert-butyl-26,28-dihydroxy-27-[(4-methoxycarbonylphenyl)methoxy]-2,8,14,20-tetrathiapentacyclo[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-dodecaen-25-yl]oxymethyl]benzoate
• 化学式: C₅₈H₆₄O₈S₄
• 分子量: 1017.41
• InChiKey: CHYWPDCBHZLXGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.9
• 重原子数：
  70
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  213
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetra-tert-butyl-25,27-di{[4-(methoxycarbonyl)phenyl]methoxy}-2,8,14,20-tetrathiacalix[4]arene-26,28-diol 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以99%的产率得到5,11,17,23-tetra-tert-butyl-25,27-di{[4-(hydroxycarbonyl)phenyl]methoxy}-2,8,14,20-tetrathiacalix[4]arene-26,28-diol
  参考文献：
  名称：

  Novel dendritic cores based on thiacalix[4]arene derivatives

  摘要：

  Thiacalix[4]arenes possessing carboxylic groups were used for the design of potential dendritic cores with amino surface groups. The known tetraacetic acid in the 1,3-alternate conformation gave the desired product in very low yield because of steric hindrance on thiacalix[4]arene moiety. Therefore, synthetic strategy based on withdrawing of the carboxyl groups via benzylic spacer from the thiacalix[4]arene moiety was successfully applied for the realization of novel thiacalix[4]arenes bearing two or four protected lysine units. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.085
• 作为产物：
  描述：

  4-溴甲基苯甲酸甲酯 、 4-叔丁基硫杂杯[4]芳烃 在 sodium carbonate 作用下， 以 丙酮 为溶剂， 反应 96.0h， 以61%的产率得到5,11,17,23-tetra-tert-butyl-25,27-di{[4-(methoxycarbonyl)phenyl]methoxy}-2,8,14,20-tetrathiacalix[4]arene-26,28-diol
  参考文献：
  名称：

  Novel dendritic cores based on thiacalix[4]arene derivatives

  摘要：

  Thiacalix[4]arenes possessing carboxylic groups were used for the design of potential dendritic cores with amino surface groups. The known tetraacetic acid in the 1,3-alternate conformation gave the desired product in very low yield because of steric hindrance on thiacalix[4]arene moiety. Therefore, synthetic strategy based on withdrawing of the carboxyl groups via benzylic spacer from the thiacalix[4]arene moiety was successfully applied for the realization of novel thiacalix[4]arenes bearing two or four protected lysine units. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.085

文献信息

• Novel dendritic cores based on thiacalix[4]arene derivatives
  作者：Dietmar Appelhans、Vaclav Stastny、Hartmut Komber、Dieter Voigt、Brigitte Voit、Pavel Lhoták、Ivan Stibor

  DOI：10.1016/j.tetlet.2004.07.085

  日期：2004.9

  Thiacalix[4]arenes possessing carboxylic groups were used for the design of potential dendritic cores with amino surface groups. The known tetraacetic acid in the 1,3-alternate conformation gave the desired product in very low yield because of steric hindrance on thiacalix[4]arene moiety. Therefore, synthetic strategy based on withdrawing of the carboxyl groups via benzylic spacer from the thiacalix[4]arene moiety was successfully applied for the realization of novel thiacalix[4]arenes bearing two or four protected lysine units. (C) 2004 Elsevier Ltd. All rights reserved.