1-ethoxycarbonyl-3-(1-pyrrolidinyl)-4-(3-oxo-oct-1-ene)-2,5-dihydro-1H-pyrrole | 83177-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-ethoxycarbonyl-3-(1-pyrrolidinyl)-4-(3-oxo-oct-1-ene)-2,5-dihydro-1H-pyrrole
• 英文别名: ethyl 3-[(E)-3-oxooct-1-enyl]-4-pyrrolidin-1-yl-2,5-dihydropyrrole-1-carboxylate
• CAS: 83177-91-7
• 化学式: C₁₉H₃₀N₂O₃
• 分子量: 334.459
• InChiKey: NHWHXSZWPOOEPJ-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-乙氧羰基吡咯烷-3-酮 以 乙醚 、 苯 为溶剂， 反应 30.0h， 生成 1-ethoxycarbonyl-3-(1-pyrrolidinyl)-4-(3-oxo-oct-1-ene)-2,5-dihydro-1H-pyrrole
  参考文献：
  名称：

  Regio- and stereoselective alkylation of a pyrrolidinic system: Structural and conformational studies by high field NMR techniques

  摘要：

  AbstractA new merocyanine was prepared by addition of the pyrrolidine enamine of N‐ethoxycarbonylpyrrolidine‐3‐one to 1‐octyne‐3‐one. This addition was regioselective (with an unexpected C‐4 alkylation of the pyrrolidinone‐3‐enamine) and stereospecific (exclusively trans addition to the triple bond). The structure and conformational equilibrium were studied by high resolution proton magnetic resonance (NOE and variable temperature effects). Activation parameters ΔH*, ΔS* and ΔG* are given, and the behaviour on protonation examined.

  DOI：

  10.1002/mrc.1270190214

文献信息

• US4299768A
  申请人：——

  公开号：US4299768A

  公开（公告）日：1981-11-10
• Regio- and stereoselective alkylation of a pyrrolidinic system: Structural and conformational studies by high field NMR techniques
  作者：M. Schaefer、P. Faller、D. Nicole

  DOI：10.1002/mrc.1270190214

  日期：1982.6

  AbstractA new merocyanine was prepared by addition of the pyrrolidine enamine of N‐ethoxycarbonylpyrrolidine‐3‐one to 1‐octyne‐3‐one. This addition was regioselective (with an unexpected C‐4 alkylation of the pyrrolidinone‐3‐enamine) and stereospecific (exclusively trans addition to the triple bond). The structure and conformational equilibrium were studied by high resolution proton magnetic resonance (NOE and variable temperature effects). Activation parameters ΔH*, ΔS* and ΔG* are given, and the behaviour on protonation examined.