cis-ethyl 6-methoxy-4-(2-oxopyrrolidin-1-yl)-1,2,3,4-tetrahydroquinoline-2-carboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: cis-ethyl 6-methoxy-4-(2-oxopyrrolidin-1-yl)-1,2,3,4-tetrahydroquinoline-2-carboxylate
• 英文别名: ethyl (2S,4S)-6-methoxy-4-(2-oxopyrrolidin-1-yl)-1,2,3,4-tetrahydroquinoline-2-carboxylate
• 化学式: C₁₇H₂₂N₂O₄
• 分子量: 318.373
• InChiKey: CYONSRQEDCBAEN-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-乙烯基吡咯烷酮 、 ethyl (4-methoxyphenylimino)acetate 在 N,N'-dicyanomethyl-4,4'-bipyridinium bis(hexafluorophosphate) 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以87%的产率得到cis-ethyl 6-methoxy-4-(2-oxopyrrolidin-1-yl)-1,2,3,4-tetrahydroquinoline-2-carboxylate
  参考文献：
  名称：

  Tetrahydroquinoline syntheses induced with catalytic amounts of viologen additives

  摘要：

  The viologen N,N'-dicyanomethyl-4,4'-bipyridinium center dot 2PF(6) was found to induce an aza-Diels-Alder reaction of N-arylimines with N-vinylpyrrolidinone or N-vinylcarbazole, producing tetrahydroquinoline derivatives with high cis/trans selectivities and yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.058

文献信息

• Tetrahydroquinoline syntheses induced with catalytic amounts of viologen additives
  作者：Zheng Xue、Anindya Samanta、Bruce R. Whittlesey、Michael F. Mayer

  DOI：10.1016/j.tetlet.2009.08.058

  日期：2009.11

  The viologen N,N'-dicyanomethyl-4,4'-bipyridinium center dot 2PF(6) was found to induce an aza-Diels-Alder reaction of N-arylimines with N-vinylpyrrolidinone or N-vinylcarbazole, producing tetrahydroquinoline derivatives with high cis/trans selectivities and yields. (C) 2009 Elsevier Ltd. All rights reserved.