tetraethyl (4S,5R,31S,32R)-9,27-bis[(4-acetamidobenzoyl)amino]-12,24-dimethoxy-16,20,33,34-tetraoxo-1,3,6,15,17,19,21,30-octazanonacyclo[28.2.1.13,6.04,17.05,15.08,13.019,32.021,31.023,28]tetratriaconta-8,10,12,23,25,27-hexaene-4,5,31,32-tetracarboxylate | 1040147-31-6

• 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: tetraethyl (4S,5R,31S,32R)-9,27-bis[(4-acetamidobenzoyl)amino]-12,24-dimethoxy-16,20,33,34-tetraoxo-1,3,6,15,17,19,21,30-octazanonacyclo[28.2.1.13,6.04,17.05,15.08,13.019,32.021,31.023,28]tetratriaconta-8,10,12,23,25,27-hexaene-4,5,31,32-tetracarboxylate
• CAS: 1040147-31-6
• 化学式: C₅₈H₆₀N₁₂O₁₈
• 分子量: 1213.18
• InChiKey: UVKIWPRDKPMEBO-WTPXDUPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  88
• 可旋转键数：
  20
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  334
• 氢给体数：
  4
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  4-乙酰胺基苯甲酰氯 、 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以50 mg的产率得到tetraethyl (4S,5R,31S,32R)-9,27-bis[(4-acetamidobenzoyl)amino]-12,24-dimethoxy-16,20,33,34-tetraoxo-1,3,6,15,17,19,21,30-octazanonacyclo[28.2.1.13,6.04,17.05,15.08,13.019,32.021,31.023,28]tetratriaconta-8,10,12,23,25,27-hexaene-4,5,31,32-tetracarboxylate
  参考文献：
  名称：

  Self-Sorting Molecular Clips

  摘要：

  We report the synthesis and characterization of 12 C-shaped methylene-bridged glycoluril dimers (1-12) bearing H-bonding groups on their aromatic rings. Compounds 1, 2, (+/-)-4a, (+/-)-5, (+/-)-7, and 8 form tightly associated homodimers in CDCl3, due to the combined driving force of pi-pi and H-bonding interactions. Compounds 2, ()-5, and 8, having disparate spatial distribution of their H-bonding groups, display the ability to efficiently distinguish between self and nonself even within three-component mixtures in CDCl3. When the spatial distributions of the H-bonding groups of the molecular clips are similar (e.g., 1 and 2), a mixture of homodimers and heterodimers is formed. The effect of various structural modifications (e.g., chirality, side chain steric bulk, number and pattern of H-bonds) on the strength of self-assembly and the fidelity of self-sorting are presented. On the basis of these results we prepared self-sorting systems comprising three (e.g., 1, (+/-)-5, and (+/-)-7) and even four (2, (+/-)-5, 9, and 10) components. The potential of molecular clips 1-12 as robust, functionalizable, self-sorting modules to control the noncovalent interaction network in systems chemistry studies is described.

  DOI：

  10.1021/jo8009424