methyl 1-[(aminocarbonyl)amino]-2-methyl-4-phenyl-1H-pyrrole-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: methyl 1-[(aminocarbonyl)amino]-2-methyl-4-phenyl-1H-pyrrole-3-carboxylate
• 英文别名: Methyl 1-(carbamoylamino)-2-methyl-4-phenylpyrrole-3-carboxylate
• 化学式: C₁₄H₁₅N₃O₃
• 分子量: 273.291
• InChiKey: BUWPLCGQXVKKHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  86.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (+/-)-methyl (4S,5R)-1-[(aminocarbonyl)amino]-5-hydroxy-2-methyl-4-phenyl-4,5-dihydro-1H-pyrrole-3-carboxylate 在 CuCl₂*2H₂O 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以89%的产率得到methyl 1-[(aminocarbonyl)amino]-2-methyl-4-phenyl-1H-pyrrole-3-carboxylate
  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.