benzyl 1-benzyl-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinoline-3-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 1-benzyl-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinoline-3-carboxylate
• 英文别名: benzyl 1-benzyl-2,5-dioxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate
• 化学式: C₂₄H₂₃NO₄
• 分子量: 389.451
• InChiKey: AMZXEJOXQYOHGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  dibenzyl 2-((2-(benzylamino)-6-oxocyclohex-1-enyl)methyl)malonate 在 三氟乙酸 作用下， 以 甲苯 为溶剂， 以70%的产率得到benzyl 1-benzyl-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinoline-3-carboxylate
  参考文献：
  名称：

  Lithium perchlorate-, acetic anhydride-, and triphenylphosphine-assisted multicomponent syntheses of 4-unsubstituted 2,5-dioxooctahydroquinoline-3-carboxylates and 3-carbonitriles

  摘要：

  Lithium perchlorate and acetic anhydride were the key additives for the multi-component reaction between 3-aminocyclohex-2-enones, formaldehyde, and malonates yielding adducts that were annulated under acidic conditions to afford bicyclic 2,5-dioxooctahydroquinoline-3-carboxylates. When methyl cyanoacetate was subjected to the same reaction conditions in the presence of a catalytic amount of triphenylphosphine, the bicyclic 2,5-dioxooctahydroquinoline-3-carbonitriles were obtained in a one-flask reaction. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.081