3-ethyl 4-methyl-1-[(aminocarbonyl)amino]-2-methyl-1H-pyrrole-3,4-dicarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-ethyl 4-methyl-1-[(aminocarbonyl)amino]-2-methyl-1H-pyrrole-3,4-dicarboxylate
• 英文别名: 3-O-ethyl 4-O-methyl 1-(carbamoylamino)-2-methylpyrrole-3,4-dicarboxylate
• 化学式: C₁₁H₁₅N₃O₅
• 分子量: 269.257
• InChiKey: QNUSPWKEEBSQQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3，3-二甲氧基丙酸甲酯 、 ethyl 3-[(aminocarbonyl)diazenyl]but-2-enoate 在 Dowex 50W 、 Duolite A 102 作用下， 以 水 为溶剂， 反应 34.0h， 以37%的产率得到3-ethyl 4-methyl-1-[(aminocarbonyl)amino]-2-methyl-1H-pyrrole-3,4-dicarboxylate
  参考文献：
  名称：

  Straightforward Entry into 5-Hydroxy-1-aminopyrrolines and the Corresponding Pyrroles from 1,2-Diaza-1,3-butadienes

  摘要：

  The synthesis of 5-hydroxy-1-aminopyrroline-3-carboxylic acid derivatives and 5-unsubstituted-1-aminopyrrole-3-carboxylic acid derivatives from 1,2-diaza-1,3-butadienes and aldehydes is presented. These domino reactions offer the advantage of executing multistep transformation without intermediate workup procedures. The stereoselectivity of ring closure to 5-hydroxy-1-aminopyrroline-3-carboxylic acid derivatives and phenyl transposition to 2,3-diphenyl-1-aminopyrrole-3-carboxylic acid derivatives are also studied.

  DOI：

  10.1021/jo025656k

文献信息

• Straightforward Entry into 5-Hydroxy-1-aminopyrrolines and the Corresponding Pyrroles from 1,2-Diaza-1,3-butadienes
  作者：Orazio A. Attanasi、Lucia De Crescentini、Gianfranco Favi、Paolino Filippone、Fabio Mantellini、Stefania Santeusanio

  DOI：10.1021/jo025656k

  日期：2002.11.1

  The synthesis of 5-hydroxy-1-aminopyrroline-3-carboxylic acid derivatives and 5-unsubstituted-1-aminopyrrole-3-carboxylic acid derivatives from 1,2-diaza-1,3-butadienes and aldehydes is presented. These domino reactions offer the advantage of executing multistep transformation without intermediate workup procedures. The stereoselectivity of ring closure to 5-hydroxy-1-aminopyrroline-3-carboxylic acid derivatives and phenyl transposition to 2,3-diphenyl-1-aminopyrrole-3-carboxylic acid derivatives are also studied.