(±)-N-[1-(3-methoxylphenyl)ethyl]morpholine | 865874-23-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (±)-N-[1-(3-methoxylphenyl)ethyl]morpholine
• 英文别名: 4-[1-(3-Methoxy-phenyl)-ethyl]-morpholine；4-[1-(3-methoxyphenyl)ethyl]morpholine
• CAS: 865874-23-3
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: CGSGVJNHEGEWTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (±)-N-[1-(3-methoxylphenyl)ethyl]morpholine 在 氢溴酸 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 5,6-Dimethoxy-2-[3-(1-morpholin-4-yl-ethyl)-phenoxy]-indan-1-one
  参考文献：
  名称：

  Design, synthesis, and evaluation of 2-phenoxy-indan-1-one derivatives as acetylcholinesterase inhibitors

  摘要：

  A series of 2-phenoxy-indan-1-one derivatives have been designed, synthesized, and tested as acetylcholinesterase inhibitors. The most potent compound exhibited high AChE inhibitory activity (IC50 = 50 nM), and the molecular docking study indicated that it was nicely accommodated by AChE. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.132
• 作为产物：
  描述：

  吗啉 、 1-(1-氯乙基)-3-甲氧基苯 在 三乙胺 作用下， 反应 3.0h， 生成 (±)-N-[1-(3-methoxylphenyl)ethyl]morpholine
  参考文献：
  名称：

  Design, synthesis and evaluation of galanthamine derivatives as acetylcholinesterase inhibitors

  摘要：

  A new series of galanthamine derivatives have been designed, synthesized and evaluated as acetylcholinesterase inhibitors. All of the new compounds prepared showed high AChE inhibitory activities, with compound 3e that has an N-hexyl-benzyl piperidine substituent on the nitrogen atom reaching the best inhibitory activity for AChE (IC50 = 5.62 nM). The docking study performed with AutoDock demonstrated that 3e was nicely accommodated by AChE. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.018

文献信息

• Cu‐Catalyzed Coupling of Aliphatic Amines with Alkylboronic Esters
  作者：Francesca M. Dennis、Antonio Romero Arenas、George Rodgers、Muralidharan Shanmugam、Jonathan A. Andrews、Samantha L. Peralta‐Arriaga、Benjamin M. Partridge

  DOI：10.1002/chem.202303636

  日期：2024.4.2

  We report the Cu-catalysed coupling of alkylboronic esters and aliphatic amines. This mild method is functional group tolerant, and uses O2 from air as the terminal oxidant. Investigation into the mechanism suggest that the boronic ester reacts with an aminyl radical, formed in situ, to generate an alkyl radical intermediate.

  我们报道了铜催化的烷基硼酸酯和脂肪胺的偶联。这种温和的方法具有官能团耐受性，并且使用空气中的O 2作为终端氧化剂。对该机制的研究表明，硼酸酯与原位形成的氨基自由基反应，生成烷基自由基中间体。