N'-acetyl-5-amino-2-octoxybenzohydrazide | 958886-62-9

• 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: N'-acetyl-5-amino-2-octoxybenzohydrazide
• CAS: 958886-62-9
• 化学式: C₁₇H₂₇N₃O₃
• 分子量: 321.42
• InChiKey: ARXSARKTHXGRNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  93.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲基戊酰氯 、 N'-acetyl-5-amino-2-octoxybenzohydrazide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以90%的产率得到Methyl 2-[3-(acetamidocarbamoyl)-4-octoxyanilino]-2-oxoacetate
  参考文献：
  名称：

  Quadruply Hydrogen-Bonded Building Block from Hydrazide−Quinolinone Motif and Gelation Ability of Its Analogous Oxalic Monoester−Monoamide Derivative

  摘要：

  NMR and STM studies revealed that the hydrazide-quinolinone-based building block 5 exhibited a monomer-dimer-polymer equilibrium, while its acyclic analogue 6, due to conformational flexibility, exhibited a more complicated mode of aggregation and formed a gel in dichloromethane/hexane.

  DOI：

  10.1021/ol702194z
• 作为产物：
  描述：

  C₁₇H₂₅N₃O₅ 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以100%的产率得到N'-acetyl-5-amino-2-octoxybenzohydrazide
  参考文献：
  名称：

  Quadruply Hydrogen-Bonded Building Block from Hydrazide−Quinolinone Motif and Gelation Ability of Its Analogous Oxalic Monoester−Monoamide Derivative

  摘要：

  NMR and STM studies revealed that the hydrazide-quinolinone-based building block 5 exhibited a monomer-dimer-polymer equilibrium, while its acyclic analogue 6, due to conformational flexibility, exhibited a more complicated mode of aggregation and formed a gel in dichloromethane/hexane.

  DOI：

  10.1021/ol702194z

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.
• Quadruply Hydrogen-Bonded Building Block from Hydrazide−Quinolinone Motif and Gelation Ability of Its Analogous Oxalic Monoester−Monoamide Derivative
  作者：Yong Yang、Hui-Juan Yan、Chuan-Feng Chen、Li-Jun Wan

  DOI：10.1021/ol702194z

  日期：2007.11.1

  NMR and STM studies revealed that the hydrazide-quinolinone-based building block 5 exhibited a monomer-dimer-polymer equilibrium, while its acyclic analogue 6, due to conformational flexibility, exhibited a more complicated mode of aggregation and formed a gel in dichloromethane/hexane.