1-N,3-N-bis[3-[C-hydroxy-N-[[hydroxy-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-yl]methylidene]amino]carbonimidoyl]-4-octoxyphenyl]-5-octoxybenzene-1,3-dicarboximidic acid | 1186586-69-5

• 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: 1-N,3-N-bis[3-[C-hydroxy-N-[[hydroxy-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-yl]methylidene]amino]carbonimidoyl]-4-octoxyphenyl]-5-octoxybenzene-1,3-dicarboximidic acid
• CAS: 1186586-69-5
• 化学式: C₆₆H₉₈N₈O₁₃
• 分子量: 1211.55
• InChiKey: SFFRJBYFKBWELV-PJYGOTMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.4
• 重原子数：
  87
• 可旋转键数：
  38
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  282
• 氢给体数：
  6
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  5-(octyloxy)isophthalic acid 、 在 1,2-二氯乙烷 作用下， 以 二氯甲烷 为溶剂， 以1.45 g的产率得到1-N,3-N-bis[3-[C-hydroxy-N-[[hydroxy-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-yl]methylidene]amino]carbonimidoyl]-4-octoxyphenyl]-5-octoxybenzene-1,3-dicarboximidic acid
  参考文献：
  名称：

  Noncovalent Synthesis of Shape-Persistent Cyclic Hexamers from Ditopic Hydrazide-Based Supramolecular Synthons and Asymmetric Induction of Supramolecular Chirality

  摘要：

  With properly encoded recognition sites and a well-defined algorithm for intermolecular and intramolecular interactions, the 120 degrees spacer linked ditopic hydrazide-based supramolecular synthons were found to self-assemble into shape-persistent cyclic hexamers in apolar solvents. The two hydrazide motifs displayed separate sets of signals in the NMR spectra because of the interlocked conformation. While in hydrogen bonding competitive solvent such as DMSO-d(6) the spectra were in agreement with the structures with C-2 axes Moreover, the terminative groups were found to affect the stability of the assemblies substantially. Consequently, the monomer with ureido-hydrazide terminative groups could form the most stable cyclic hexamer in solution for the attractive spectator secondary electrostatic interactions. Owing to the dynamically and kinetically stable nature of these kinds of assemblies, the assembly from the monomer with chiral auxiliary terminative groups also displayed supramolecular chirality in solution, which was confirmed by concentration-dependent CD spectra.

  DOI：

  10.1021/ja9029335

文献信息

• Noncovalent Synthesis of Shape-Persistent Cyclic Hexamers from Ditopic Hydrazide-Based Supramolecular Synthons and Asymmetric Induction of Supramolecular Chirality
  作者：Yong Yang、Min Xue、Jun-Feng Xiang、Chuan-Feng Chen

  DOI：10.1021/ja9029335

  日期：2009.9.9

  With properly encoded recognition sites and a well-defined algorithm for intermolecular and intramolecular interactions, the 120 degrees spacer linked ditopic hydrazide-based supramolecular synthons were found to self-assemble into shape-persistent cyclic hexamers in apolar solvents. The two hydrazide motifs displayed separate sets of signals in the NMR spectra because of the interlocked conformation. While in hydrogen bonding competitive solvent such as DMSO-d(6) the spectra were in agreement with the structures with C-2 axes Moreover, the terminative groups were found to affect the stability of the assemblies substantially. Consequently, the monomer with ureido-hydrazide terminative groups could form the most stable cyclic hexamer in solution for the attractive spectator secondary electrostatic interactions. Owing to the dynamically and kinetically stable nature of these kinds of assemblies, the assembly from the monomer with chiral auxiliary terminative groups also displayed supramolecular chirality in solution, which was confirmed by concentration-dependent CD spectra.