6-(but-3-enyl)-1-(diethoxymethyl)piperidin-2-one | 1172128-03-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: 6-(but-3-enyl)-1-(diethoxymethyl)piperidin-2-one
• 英文别名: 6-But-3-enyl-1-(diethoxymethyl)piperidin-2-one；6-but-3-enyl-1-(diethoxymethyl)piperidin-2-one
• CAS: 1172128-03-8
• 化学式: C₁₄H₂₅NO₃
• 分子量: 255.357
• InChiKey: NXDOOXNMXYQWLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  6-(but-3-enyl)-1-(diethoxymethyl)piperidin-2-one 在 三甲基氯硅烷 、 copper(l) chloride 、 zinc(II) chloride 、 锌 作用下， 以 乙醚 为溶剂， 以21%的产率得到octahydro-7a-aza-cyclopropa[a]naphthalene-7-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：

  原甲酸三乙酯 、 6-(but-3-enyl)-piperidin-2-one 在 aluminum (III) chloride 作用下， 以42%的产率得到6-(but-3-enyl)-1-(diethoxymethyl)piperidin-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.