5-(but-3-enyl)-1-(diethoxymethyl)pyrrolidin-2-one | 1172127-99-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 原羧酸衍生物
• 英文名称: 5-(but-3-enyl)-1-(diethoxymethyl)pyrrolidin-2-one
• 英文别名: 5-But-3-enyl-1-(diethoxymethyl)pyrrolidin-2-one；5-but-3-enyl-1-(diethoxymethyl)pyrrolidin-2-one
• CAS: 1172127-99-9
• 化学式: C₁₃H₂₃NO₃
• 分子量: 241.331
• InChiKey: OFAJLDZZNZRVFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(but-3-enyl)-1-(diethoxymethyl)pyrrolidin-2-one 在 amalgamated zinc 、 三甲基氯硅烷 、 zinc(II) chloride 、 copper(l) chloride 、 锌 作用下， 以 乙醚 为溶剂， 反应 20.0h， 以41%的产率得到hexahydro-6a-aza-cyclopropa[e]inden-6-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：

  (racemic)-5-(2'-butenyl)-2-pyrrolidinone 、 原甲酸三乙酯 在 aluminum (III) chloride 作用下， 反应 36.0h， 以46%的产率得到5-(but-3-enyl)-1-(diethoxymethyl)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.