ethyl (5R,6R)-3-methyl-5,6-diphenyl-1,4,5,6-tetrahydro-2-pyrazinecarboxylate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: ethyl (5R,6R)-3-methyl-5,6-diphenyl-1,4,5,6-tetrahydro-2-pyrazinecarboxylate
• 英文别名: ethyl (2R,3R)-6-methyl-2,3-diphenyl-1,2,3,4-tetrahydropyrazine-5-carboxylate
• 化学式: C₂₀H₂₂N₂O₂
• 分子量: 322.407
• InChiKey: IRXCQAMFGNYHQR-RTBURBONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 3-[(aminocarbonyl)diazenyl]but-2-enoate 、 (1R,2R)-1,2-二苯基乙二胺 以 乙腈 为溶剂， 反应 1.0h， 以62%的产率得到ethyl (5R,6R)-3-methyl-5,6-diphenyl-5,6-dihydro-2-pyrazinecarboxylate
  参考文献：
  名称：

  Straightforward Access to Pyrazines, Piperazinones, and Quinoxalines by Reactions of 1,2-Diaza-1,3-butadienes with 1,2-Diamines under Solution, Solvent-Free, or Solid-Phase Conditions

  摘要：

  The preparation of tetrahydropyrazines, dihydropyrazines, pyrazines, piperazinones, and quinoxalines by 1,4-addition of 1,2-diamines to 1,2-diaza-1,3-butadienes bearing carboxylate, carboxamide, or phosphorylated groups at the terminal carbon and subsequent internal heterocyclization is described. The solvent-free reaction of carboxylated 1,2-diaza-1,3-butadienes with the same reagents affords piperazinones, while phosphorylated 1,2-diaza-1,3-butadienes yield phosphorylated pyrazines. The solid-phase reaction of polymer-bound 1,2-diaza-1,3-butadienes with 1,2-diamines produces pyrazines.

  DOI：

  10.1021/jo060450v

文献信息

• Straightforward Access to Pyrazines, Piperazinones, and Quinoxalines by Reactions of 1,2-Diaza-1,3-butadienes with 1,2-Diamines under Solution, Solvent-Free, or Solid-Phase Conditions
  作者：Domitila Aparicio、Orazio A. Attanasi、Paolino Filippone、Roberto Ignacio、Samuele Lillini、Fabio Mantellini、Francisco Palacios、Jesús M. de los Santos

  DOI：10.1021/jo060450v

  日期：2006.8.1

  The preparation of tetrahydropyrazines, dihydropyrazines, pyrazines, piperazinones, and quinoxalines by 1,4-addition of 1,2-diamines to 1,2-diaza-1,3-butadienes bearing carboxylate, carboxamide, or phosphorylated groups at the terminal carbon and subsequent internal heterocyclization is described. The solvent-free reaction of carboxylated 1,2-diaza-1,3-butadienes with the same reagents affords piperazinones, while phosphorylated 1,2-diaza-1,3-butadienes yield phosphorylated pyrazines. The solid-phase reaction of polymer-bound 1,2-diaza-1,3-butadienes with 1,2-diamines produces pyrazines.