1-(1-(3-methoxyphenyl)ethyl)piperidine | 461389-76-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(1-(3-methoxyphenyl)ethyl)piperidine
• 英文别名: 1-[1-(3-Methoxyphenyl)ethyl]piperidine
• CAS: 461389-76-4
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: KMLPWPQHHBTOQD-UHFFFAOYSA-N

物化性质

• 沸点：
  297.4±23.0 °C(Predicted)
• 密度：
  1.010±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1-(3-methoxyphenyl)ethyl)piperidine 在 氢溴酸 作用下， 以 水 为溶剂， 反应 3.0h， 以92%的产率得到1-[1-(3-hydroxyphenyl)ethyl]piperidine
  参考文献：
  名称：

  Synthesis and cholinesterase activity of phenylcarbamates related to Rivastigmine, a therapeutic agent for Alzheimer's disease

  摘要：

  In order to develop new cholinesterase agents effective against Alzheimer's disease (AD) we synthesized some phenylcarbamates structurally related to Rivastigmine and evaluated their in vitro and in vivo biological activity. Among the compounds which displayed the most significant in vitro activity, 1-[1-(3-dimethylcarbamoyloxyphenyl)ethyl]piperidine (31b), in addition to a simple and cheaper synthesis, showed lower toxicity and very similar therapeutic index in comparison with Rivastigmine. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(01)01324-1
• 作为产物：
  描述：

  (3-methoxyphenyl)(piperidin-1-yl)methanone 在 正丁基锂 、 bis(triphenylphosphine)iridium(I) carbonyl chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.5h， 生成 1-(1-(3-methoxyphenyl)ethyl)piperidine
  参考文献：
  名称：

  催化还原锡烷基化使叔酰胺的反应性降低

  摘要：

  酰胺羰基通常作为亲电子试剂，可以与各种亲核试剂发生反应。目前的工作展示了一种实现叔酰胺羰基的反极性反应性的方法。通过利用这种策略，叔酰胺可以与多种亲电子试剂反应生成复杂的胺。

  DOI：

  10.1002/anie.202309567

文献信息

• Iron-Catalyzed Intermolecular Hydroamination of Styrenes
  作者：C. Bryan Huehls、Aijun Lin、Jiong Yang

  DOI：10.1021/ol5013907

  日期：2014.7.18

  formal hydroamination of alkenes has been developed. It features O-benzoyl-N,N-dialkylhydroxylamines as the electrophilic nitrogen source and cyclopentylmagnesium bromide as the reducing agent for intermolecular hydroamination of styrene and derivatives with good yield and excellent Markovnikov regioselectivity. The reaction presumably proceeds through the iron-catalyzed hydrometalation of styrene followed

  已经开发了铁催化的烯烃的正式加氢胺化。它以O-苯甲酰基-N，N-二烷基羟胺为亲电子氮源，环戊基溴化镁为苯乙烯和衍生物的分子间加氢胺化反应的还原剂，具有良好的收率和出色的马尔可夫尼科夫区域选择性。推测该反应通过苯乙烯的铁催化的加氢金属化，然后用亲电的O-苯甲酰基羟胺进行亲电胺化而进行。
• Synthesis and cholinesterase activity of phenylcarbamates related to Rivastigmine, a therapeutic agent for Alzheimer's disease
  作者：C MUSTAZZA、A BORIONI、M GIUDICE、F GATTA、R FERRETTI、A MENEGUZ、M VOLPE、P LORENZINI

  DOI：10.1016/s0223-5234(01)01324-1

  日期：2002.2

  In order to develop new cholinesterase agents effective against Alzheimer's disease (AD) we synthesized some phenylcarbamates structurally related to Rivastigmine and evaluated their in vitro and in vivo biological activity. Among the compounds which displayed the most significant in vitro activity, 1-[1-(3-dimethylcarbamoyloxyphenyl)ethyl]piperidine (31b), in addition to a simple and cheaper synthesis, showed lower toxicity and very similar therapeutic index in comparison with Rivastigmine. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.
• Design, synthesis, and evaluation of 2-phenoxy-indan-1-one derivatives as acetylcholinesterase inhibitors
  作者：Rong Sheng、Xiao Lin、Jingya Li、Yanke Jiang、Zhicai Shang、Yongzhou Hu

  DOI：10.1016/j.bmcl.2005.05.132

  日期：2005.9

  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.
• Reactivity Umpolung of Tertiary Amide Enabled by Catalytic Reductive Stannylation
  作者：Qiu Shi、Wenbo H. Liu

  DOI：10.1002/anie.202309567

  日期：2023.9.11

  Amide carbonyl group usually serves as the electrophile, which can react with various nucleophiles. The current work shows a process to achieve the umpolung reactivity of tertiary amide carbonyl group. By leveraging this strategy, tertiary amide can react with a wide range of electrophiles to produce complex amines.

  酰胺羰基通常作为亲电子试剂，可以与各种亲核试剂发生反应。目前的工作展示了一种实现叔酰胺羰基的反极性反应性的方法。通过利用这种策略，叔酰胺可以与多种亲电子试剂反应生成复杂的胺。