5-methyl-1-((1-((12,32,52,72-tetrakis(2-ethoxyethoxy)-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15-yl)methyl)-1H-1,2,3-triazol-4-yl)methyl)pyrimidine-2,4(1H,3H)-dione | 1362855-93-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-methyl-1-((1-((12,32,52,72-tetrakis(2-ethoxyethoxy)-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15-yl)methyl)-1H-1,2,3-triazol-4-yl)methyl)pyrimidine-2,4(1H,3H)-dione
• CAS: 1362855-93-3
• 化学式: C₅₃H₆₅N₅O₁₀
• 分子量: 932.127
• InChiKey: MYKSYIIFGPUDMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.87
• 重原子数：
  68.0
• 可旋转键数：
  24.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  159.41
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为产物：
  描述：

  5-hydroxymethyl-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene 在 氯化亚砜 、 sodium azide 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 5-methyl-1-((1-((12,32,52,72-tetrakis(2-ethoxyethoxy)-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15-yl)methyl)-1H-1,2,3-triazol-4-yl)methyl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of nucleobase-calix[4]arenes via click chemistry and evaluation of their complexation with alkali metal ions and molecular assembly

  摘要：

  In this study, calix[4] arene derivatives (11 14) bearing a single nucleobase (adenine, thymine, cytosine or guanine) were synthesised via click chemistry. The complexation ability of the synthesised derivatives with alkali metal ions was measured using MALDI-TOF mass spectrometry, and their molecular assembly in CDCl3 was determined using H-1 NMR. Calix[4] arene derivatives (11-14) formed 1: 1 complexes with all alkali metal ions and the rank order for the complexation selectivity was Rb+ > Cs+ > K+ congruent to Na+ > Li+. The attachment of nucleobase at the upper rim of calix[4] arene had little effect on its complexation selectivity for alkali metal ions. Thymine-, adenine-and guanine-calix[4] arenes formed self-assembled structures in CDCl3 via base-base interactions. In addition, adenine-calix[4] arene (11) bound to thyminecalix[4]arene (12) to form a discrete species via Hoogsteen hydrogen bonding.

  DOI：

  10.1080/10610278.2011.632824