(E)-3-methyl-5-[4-(tetrahydropyran-2-yloxy)butyl]-4-[4-(tetrahydropyran-2-yloxy)butylidene]-3,4-dihydro-2H-pyrrole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (E)-3-methyl-5-[4-(tetrahydropyran-2-yloxy)butyl]-4-[4-(tetrahydropyran-2-yloxy)butylidene]-3,4-dihydro-2H-pyrrole
• 英文别名: (4E)-3-methyl-5-[4-(oxan-2-yloxy)butyl]-4-[4-(oxan-2-yloxy)butylidene]-2,3-dihydropyrrole
• 化学式: C₂₃H₃₉NO₄
• 分子量: 393.567
• InChiKey: BNLTYHMNDQOAPG-KEBDBYFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  49.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(4-戊炔氧基)四氢-2H-吡喃 、 丙烯胺 在 ammonium tetrafluoroborate 、 RhCl(PPh₃)3 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 以64%的产率得到(E)-3-methyl-5-[4-(tetrahydropyran-2-yloxy)butyl]-4-[4-(tetrahydropyran-2-yloxy)butylidene]-3,4-dihydro-2H-pyrrole
  参考文献：
  名称：

  Rhodium-Catalyzed Reaction of Terminal Alkynes with Allylamine Leading to (E)-3-Alkylidene N-Heterocycles

  摘要：

  Terminal alkynes react with allylamine in the presence of a RhCl(PPh3)(3) catalyst to give (E)-3-alkylidene-3,4-dihydro-2H-pyrroles. The products consist of two molecules of alkyne and one molecule of allylamine. Although dimers, trimers, and oligomers of alkynes are also obtained as byproducts, the addition of various ammonium salts to the reaction suppresses such oligomerization, resulting in an increase in product.

  DOI：

  10.1021/ol0619415

文献信息

• Rhodium-Catalyzed Reaction of Terminal Alkynes with Allylamine Leading to (<i>E</i>)-3-Alkylidene <i>N</i>-Heterocycles
  作者：Yoshiya Fukumoto、Fuyuko Kinashi、Takuya Kawahara、Naoto Chatani

  DOI：10.1021/ol0619415

  日期：2006.9.1

  Terminal alkynes react with allylamine in the presence of a RhCl(PPh3)(3) catalyst to give (E)-3-alkylidene-3,4-dihydro-2H-pyrroles. The products consist of two molecules of alkyne and one molecule of allylamine. Although dimers, trimers, and oligomers of alkynes are also obtained as byproducts, the addition of various ammonium salts to the reaction suppresses such oligomerization, resulting in an increase in product.