5,11-diamino-25,26,27,28-tetradecyloxycalix[4]arene | 560116-35-0

• 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-diamino-25,26,27,28-tetradecyloxycalix[4]arene
• 英文别名: 25,26,27,28-Tetrakis-decoxypentacyclo[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-5,11-diamine；25,26,27,28-tetrakis-decoxypentacyclo[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-5,11-diamine
• CAS: 560116-35-0
• 化学式: C₆₈H₁₀₆N₂O₄
• 分子量: 1015.6
• InChiKey: LFGGFJUVGUVWAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  24.2
• 重原子数：
  74
• 可旋转键数：
  40
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  89
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,11-diamino-25,26,27,28-tetradecyloxycalix[4]arene 在 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 C₈₂H₁₁₆N₁₂O₆
  参考文献：
  名称：

  Synthesis of new calix[4]arenes containing nucleoside bases

  摘要：

  A family of novel calix[4]arene derivatives containing nucleoside bases were designed and synthesized. Coupling reaction between para mono- or bis-amino calix[4]arenes 5,6 or 7 and thymin-1-ylacetic acid in the presence of DCC afforded mono- or bis-thymine-substituted calix[4]arenes 8, 9 or 10 in over 70% yield. Owing to the low solubility of adenine-N-9-ylacetic acid in DMF and DMSO and the weak nucleophilicity of aminocalix[4]arene derivatives, alternatively, the substitution reaction of bromoacetylated ammocalix[4]arenes derivatives 11, 12, 13 with adenine in the presence of sodium hydride was carried out to synthesize mono- or bis-adenine-substituted calix[4]arenes. Two kinds of isomers 15 and 16 or 17 and 18 were obtained due to the non-regiospecific alkylation of adenine, and their structures have been confirmed by C-13 NMR and H-1 NMR spectra. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00251-5
• 作为产物：
  描述：

  25,26,27,28-tetradecyloxycalix<4>arene 在 硝酸 、 溶剂黄146 、 tin(ll) chloride 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 5,11-diamino-25,26,27,28-tetradecyloxycalix[4]arene
  参考文献：
  名称：

  Synthesis of new calix[4]arenes containing nucleoside bases

  摘要：

  A family of novel calix[4]arene derivatives containing nucleoside bases were designed and synthesized. Coupling reaction between para mono- or bis-amino calix[4]arenes 5,6 or 7 and thymin-1-ylacetic acid in the presence of DCC afforded mono- or bis-thymine-substituted calix[4]arenes 8, 9 or 10 in over 70% yield. Owing to the low solubility of adenine-N-9-ylacetic acid in DMF and DMSO and the weak nucleophilicity of aminocalix[4]arene derivatives, alternatively, the substitution reaction of bromoacetylated ammocalix[4]arenes derivatives 11, 12, 13 with adenine in the presence of sodium hydride was carried out to synthesize mono- or bis-adenine-substituted calix[4]arenes. Two kinds of isomers 15 and 16 or 17 and 18 were obtained due to the non-regiospecific alkylation of adenine, and their structures have been confirmed by C-13 NMR and H-1 NMR spectra. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00251-5

文献信息

• Synthesis of new calix[4]arenes containing nucleoside bases
  作者：Cheng-Chu Zeng、Qi-Yu Zheng、Ya-Ling Tang、Zhi-Tang Huang

  DOI：10.1016/s0040-4020(03)00251-5

  日期：2003.3

  A family of novel calix[4]arene derivatives containing nucleoside bases were designed and synthesized. Coupling reaction between para mono- or bis-amino calix[4]arenes 5,6 or 7 and thymin-1-ylacetic acid in the presence of DCC afforded mono- or bis-thymine-substituted calix[4]arenes 8, 9 or 10 in over 70% yield. Owing to the low solubility of adenine-N-9-ylacetic acid in DMF and DMSO and the weak nucleophilicity of aminocalix[4]arene derivatives, alternatively, the substitution reaction of bromoacetylated ammocalix[4]arenes derivatives 11, 12, 13 with adenine in the presence of sodium hydride was carried out to synthesize mono- or bis-adenine-substituted calix[4]arenes. Two kinds of isomers 15 and 16 or 17 and 18 were obtained due to the non-regiospecific alkylation of adenine, and their structures have been confirmed by C-13 NMR and H-1 NMR spectra. (C) 2003 Elsevier Science Ltd. All rights reserved.