Octyl 5-acetamido-2-[2-(2-acetamido-5-iodo-4-octoxycarbonylphenyl)ethynyl]-4-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxycarbonyl]phenyl]ethynyl]benzoate | 680620-94-4

• 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: Octyl 5-acetamido-2-[2-(2-acetamido-5-iodo-4-octoxycarbonylphenyl)ethynyl]-4-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxycarbonyl]phenyl]ethynyl]benzoate
• CAS: 680620-94-4
• 化学式: C₅₂H₆₅IN₂O₁₁
• 分子量: 1021.0
• InChiKey: MCOCCCCKZDPHMP-UHFFFAOYSA-N

物化性质

• 沸点：
  997.1±65.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.9
• 重原子数：
  66
• 可旋转键数：
  35
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  165
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  、 Octyl 5-acetamido-2-[2-(2-acetamido-5-iodo-4-octoxycarbonylphenyl)ethynyl]-4-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxycarbonyl]phenyl]ethynyl]benzoate 在 三乙胺 copper(l) iodide 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 反应 28.0h， 以60.8%的产率得到Octyl 5-acetamido-4-[2-[4-acetamido-5-[2-[4-acetamido-5-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxycarbonyl]phenyl]ethynyl]-2-octoxycarbonylphenyl]ethynyl]-2-octoxycarbonylphenyl]ethynyl]-2-[2-[2-acetamido-5-(diethylaminodiazenyl)-4-octoxycarbonylphenyl]ethynyl]benzoate
  参考文献：
  名称：

  Backbone-Rigidified Oligo(m-phenylene ethynylenes)

  摘要：

  Oligo(m-phenylene ethynylenes) (oligo(m-PE)) with backbones rigidified by intramolecular hydrogen bonds were found to fold into well-defined conformations. The localized intramolecular hydrogen bond involves a donor and an acceptor from two adjacent benzene rings, respectively, which enforces globally folded conformations on these oligomers. Oligomers with two to seven residues have been synthesized and characterized. The persistence of the intramolecular hydrogen bonds and the corresponding curved conformations were established by ab initio and molecular mechanics calculations, 1D and 2D H-1 NMR spectroscopy, and UV spectroscopy. Pentamer 5, hexamer 6, and heptamer 7 adopt well-defined helical conformations. Such a backbone-based conformational programming should lead to molecules whose conformations are resilient toward structural variation of the side groups. These m-PE oligomers have provided a new approach for achieving folded unnatural oligonners; under conditions that are otherwise unfavorable for previously described, solvent-driven folding of m-PE foldamers. Stably folded structures based on the design principle described here can be developed and may find important applications.

  DOI：

  10.1021/ja039416d
• 作为产物：
  描述：

  5-氨基-2-硝基-苯甲酸甲酯 在 铁粉 、 三乙胺 盐酸 、 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 copper(l) iodide 、 硫酸 、 一氯化碘 、 potassium carbonate 、 溶剂黄146 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium nitrite 、 碘甲烷 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 141.17h， 生成 Octyl 5-acetamido-2-[2-(2-acetamido-5-iodo-4-octoxycarbonylphenyl)ethynyl]-4-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxycarbonyl]phenyl]ethynyl]benzoate
  参考文献：
  名称：

  Backbone-Rigidified Oligo(m-phenylene ethynylenes)

  摘要：

  Oligo(m-phenylene ethynylenes) (oligo(m-PE)) with backbones rigidified by intramolecular hydrogen bonds were found to fold into well-defined conformations. The localized intramolecular hydrogen bond involves a donor and an acceptor from two adjacent benzene rings, respectively, which enforces globally folded conformations on these oligomers. Oligomers with two to seven residues have been synthesized and characterized. The persistence of the intramolecular hydrogen bonds and the corresponding curved conformations were established by ab initio and molecular mechanics calculations, 1D and 2D H-1 NMR spectroscopy, and UV spectroscopy. Pentamer 5, hexamer 6, and heptamer 7 adopt well-defined helical conformations. Such a backbone-based conformational programming should lead to molecules whose conformations are resilient toward structural variation of the side groups. These m-PE oligomers have provided a new approach for achieving folded unnatural oligonners; under conditions that are otherwise unfavorable for previously described, solvent-driven folding of m-PE foldamers. Stably folded structures based on the design principle described here can be developed and may find important applications.

  DOI：

  10.1021/ja039416d