N-(2,4-dimethoxybenzyl)-N-methyl-3-phenylprop-2-yn-1-amine | 135679-72-0

• 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: N-(2,4-dimethoxybenzyl)-N-methyl-3-phenylprop-2-yn-1-amine
• 英文别名: N-(2,4-dimethoxybenzyl)-N-methyl-3-phenyl-2-propylamine；N-[(2,4-dimethoxyphenyl)methyl]-N-methyl-3-phenylprop-2-yn-1-amine
• CAS: 135679-72-0
• 化学式: C₁₉H₂₁NO₂
• 分子量: 295.381
• InChiKey: ISPNIZJZFPSFRO-UHFFFAOYSA-N

物化性质

• 沸点：
  412.2±40.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2,4-dimethoxybenzyl)-N-methyl-3-phenylprop-2-yn-1-amine 在 [Rh₂(OAc)₂(MeCn)₆][BF₄]₂ 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 3-methyl-1,6-diphenyl-3,4-dihydropyrimidin-2(1H)-one
  参考文献：
  名称：

  Cationic dirhodium carboxylate-catalyzed synthesis of dihydropyrimidones from propargyl ureas

  摘要：

  Cationic Rh(II) complexes are able to catalyze the regioselective hydroamination of propargyl ureas in a 6-endo fashion. This transformation permits access to interesting substitution patterns of dihydropyrimidines, which have found use as nucleotide exchange factor inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.071
• 作为产物：
  描述：

  聚合甲醛 、 N-(2,4-二甲氧基苄基)-n-甲胺 、 苯乙炔 在 copper(l) iodide 作用下， 以 水 、 二甲基亚砜 为溶剂， 以96%的产率得到N-(2,4-dimethoxybenzyl)-N-methyl-3-phenylprop-2-yn-1-amine
  参考文献：
  名称：

  Cationic dirhodium carboxylate-catalyzed synthesis of dihydropyrimidones from propargyl ureas

  摘要：

  Cationic Rh(II) complexes are able to catalyze the regioselective hydroamination of propargyl ureas in a 6-endo fashion. This transformation permits access to interesting substitution patterns of dihydropyrimidines, which have found use as nucleotide exchange factor inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.071

文献信息

• Highly selective TFAA-cleavage of tertiary 2,4-dimethoxybenzylamines and its use in the synthesis of secondary amines
  作者：Peter Nussbaumer、Karl Baumann、Thomas Dechat、Michael Harasek

  DOI：10.1016/s0040-4020(01)86465-6

  日期：1991.1

  TFAA-treatment of allylic, propargylic, homopropargylic and some benzylic tert. 2,4-dimethoxybenzylamines leads to highly selective cleavage of their dimethoxybenzylic C-N bonds. The resultant trifluoroacetamides can then readily be converted to the corresponding secondary amines.
• Cationic dirhodium carboxylate-catalyzed synthesis of dihydropyrimidones from propargyl ureas
  作者：Miao Yang、Shannon J. Odelberg、Zongzhong Tong、Dean Y. Li、Ryan E. Looper

  DOI：10.1016/j.tet.2013.04.071

  日期：2013.7

  Cationic Rh(II) complexes are able to catalyze the regioselective hydroamination of propargyl ureas in a 6-endo fashion. This transformation permits access to interesting substitution patterns of dihydropyrimidines, which have found use as nucleotide exchange factor inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.