5-(pent-4-enyl)pyrrolidin-2-one | 1172127-92-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 5-(pent-4-enyl)pyrrolidin-2-one
• 英文别名: 5-pent-4-enylpyrrolidin-2-one
• CAS: 1172127-92-2
• 化学式: C₉H₁₅NO
• 分子量: 153.224
• InChiKey: LAJYSHBYSNPFRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.62
• 重原子数：
  11.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  5-(pent-4-enyl)pyrrolidin-2-one 、 原甲酸三乙酯 在 aluminum (III) chloride 作用下， 以59%的产率得到1-(diethoxymethyl)-5-(pent-4-enyl)pyrrolidin-2-one
  参考文献：
  名称：

  Intramolecular amidocyclopropanation reactions using diethoxymethyl-functionalised lactams as organozinc carbenoid precursors

  摘要：

  Intramolecular amidocyclopropanation reactions of diethoxymethyl-lactams containing a pendant alkene were examined using zinc/TMSCI. With a range of 4-6-membered lactams, bicyclic amidocyclopropanes were obtained with very high diastereoselectivity with a preference for the formation of the More hindered endo-cyclopropane. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.224
• 作为产物：
  描述：

  丁二酰亚胺 、 magnesium,pent-1-ene,bromide 在 sodium cyanoborohydride 、 溶剂黄146 、 sodium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 以73%的产率得到5-(pent-4-enyl)pyrrolidin-2-one
  参考文献：
  名称：

  Intramolecular amidocyclopropanation reactions using diethoxymethyl-functionalised lactams as organozinc carbenoid precursors

  摘要：

  Intramolecular amidocyclopropanation reactions of diethoxymethyl-lactams containing a pendant alkene were examined using zinc/TMSCI. With a range of 4-6-membered lactams, bicyclic amidocyclopropanes were obtained with very high diastereoselectivity with a preference for the formation of the More hindered endo-cyclopropane. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.224

文献信息

• Intramolecular amidocyclopropanation reactions using diethoxymethyl-functionalised lactams as organozinc carbenoid precursors
  作者：Laure Jerome、Tom D. Sheppard、Abil E. Aliev、William B. Motherwell

  DOI：10.1016/j.tetlet.2009.03.224

  日期：2009.7

  Intramolecular amidocyclopropanation reactions of diethoxymethyl-lactams containing a pendant alkene were examined using zinc/TMSCI. With a range of 4-6-membered lactams, bicyclic amidocyclopropanes were obtained with very high diastereoselectivity with a preference for the formation of the More hindered endo-cyclopropane. (C) 2009 Elsevier Ltd. All rights reserved.