3-[2-[5-tert-butyl-2-[5-tert-butyl-7-[2-[5-tert-butyl-2-[5-tert-butyl-7-[2-[3-[[(1S)-1-phenylethyl]carbamoyl]phenyl]ethynyl]-1H-indol-2-yl]-1H-indol-7-yl]ethynyl]-1H-indol-2-yl]-1H-indol-7-yl]ethynyl]-N-[(1S)-1-phenylethyl]benzamide | 1075255-84-3

• 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: 3-[2-[5-tert-butyl-2-[5-tert-butyl-7-[2-[5-tert-butyl-2-[5-tert-butyl-7-[2-[3-[[(1S)-1-phenylethyl]carbamoyl]phenyl]ethynyl]-1H-indol-2-yl]-1H-indol-7-yl]ethynyl]-1H-indol-2-yl]-1H-indol-7-yl]ethynyl]-N-[(1S)-1-phenylethyl]benzamide
• CAS: 1075255-84-3
• 化学式: C₈₄H₈₀N₆O₂
• 分子量: 1205.6
• InChiKey: RXIHRQRYIWXOIW-XWQGWOARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.9
• 重原子数：
  92
• 可旋转键数：
  18
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  121
• 氢给体数：
  6
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  C₄₁H₄₀IN₃O 、 在 copper(l) iodide 、 三乙胺 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以66%的产率得到3-[2-[5-tert-butyl-2-[5-tert-butyl-7-[2-[5-tert-butyl-2-[5-tert-butyl-7-[2-[3-[[(1S)-1-phenylethyl]carbamoyl]phenyl]ethynyl]-1H-indol-2-yl]-1H-indol-7-yl]ethynyl]-1H-indol-2-yl]-1H-indol-7-yl]ethynyl]-N-[(1S)-1-phenylethyl]benzamide
  参考文献：
  名称：

  Biased Helical Folding of Chiral Oligoindole Foldamers

  摘要：

  Oligoindole-based chiral foldamers have been synthesized by incorporating (S)- or (R)-1-phenylethylamine to both ends of the tetraindole scaffold. The oligoindoles fold into a helical conformation upon binding an anion by hydrogen bonds, which gives rise to an induced circular dichroism (CD) signal of large amplitude, implying the preferential formation of one helical isomer over another. Theoretical calculations suggest that the (P)-helix of the (SS)-oligoindole 8a be more energetically stable than the corresponding (M)-helix.

  DOI：

  10.1021/ol8022243

文献信息

• Biased Helical Folding of Chiral Oligoindole Foldamers
  作者：Veluru Ramesh Naidu、Min Cheol Kim、Jae-min Suk、Ho-Joong Kim、Myongsoo Lee、Eunji Sim、Kyu-Sung Jeong

  DOI：10.1021/ol8022243

  日期：2008.12.4

  Oligoindole-based chiral foldamers have been synthesized by incorporating (S)- or (R)-1-phenylethylamine to both ends of the tetraindole scaffold. The oligoindoles fold into a helical conformation upon binding an anion by hydrogen bonds, which gives rise to an induced circular dichroism (CD) signal of large amplitude, implying the preferential formation of one helical isomer over another. Theoretical calculations suggest that the (P)-helix of the (SS)-oligoindole 8a be more energetically stable than the corresponding (M)-helix.