N-(2-(1H-indol-3-yl)ethyl)-N-(6-(benzyloxy)hex-3-ynyl)ethanamide | 1064196-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(2-(1H-indol-3-yl)ethyl)-N-(6-(benzyloxy)hex-3-ynyl)ethanamide
• CAS: 1064196-96-8
• 化学式: C₂₅H₂₈N₂O₂
• 分子量: 388.51
• InChiKey: PEOIVPFWJSXHDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  45.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2-(1H-indol-3-yl)ethyl)-N-(6-(benzyloxy)hex-3-ynyl)ethanamide 在 Pd-BaSO₄ titanium(IV) isopropylate 、 Cyclopentylmagnesium chloride 、 喹啉 、 氢气 作用下， 以 乙醚 、 乙酸乙酯 为溶剂， 反应 6.83h， 以83%的产率得到N-(2-(1H-indol-3-yl)ethyl)-N-((Z)-6-(benzyloxy)hex-3-enyl)ethanamide
  参考文献：
  名称：

  Intramolecular Kulinkovich–de Meijere reactions of various disubstituted alkenes bearing amide groups

  摘要：

  A range of amides fitted with (E) or (Z) disubstituted alkene groups were prepared and evaluated in intramolecular Kulinkovich-de Meijere reactions. The corresponding aminocyclopropanes were obtained with high diastereoselectivity. Good yields could be achieved with substrates bearing suitable substitutions at the olefin moieties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.067
• 作为产物：
  描述：

  N-(2-(1H-indol-3-yl)ethyl)-6-(benzyloxy)hex-3-yn-1-amine 、 乙酰氯 以 二氯甲烷 为溶剂， 以99%的产率得到N-(2-(1H-indol-3-yl)ethyl)-N-(6-(benzyloxy)hex-3-ynyl)ethanamide
  参考文献：
  名称：

  Intramolecular Kulinkovich–de Meijere reactions of various disubstituted alkenes bearing amide groups

  摘要：

  A range of amides fitted with (E) or (Z) disubstituted alkene groups were prepared and evaluated in intramolecular Kulinkovich-de Meijere reactions. The corresponding aminocyclopropanes were obtained with high diastereoselectivity. Good yields could be achieved with substrates bearing suitable substitutions at the olefin moieties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.067