ethyl 2-amino-3a-(4-bromophenyl)-1-carbamoyl-3-cyano-6-methyl-3a,4-dihydro-1H-pyrrolo[1,2-b]pyrazole-5-carboxylate | 1436461-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: ethyl 2-amino-3a-(4-bromophenyl)-1-carbamoyl-3-cyano-6-methyl-3a,4-dihydro-1H-pyrrolo[1,2-b]pyrazole-5-carboxylate
• 英文别名: ethyl 2-amino-3a-(4-bromophenyl)-1-carbamoyl-3-cyano-6-methyl-4H-pyrrolo[1,2-b]pyrazole-5-carboxylate
• CAS: 1436461-06-1
• 化学式: C₁₈H₁₈BrN₅O₃
• 分子量: 432.277
• InChiKey: WCZMLMHBDOHRNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl 3-[(aminocarbonyl)diazenyl]but-2-enoate 、 2-[1-(4-bromophenyl)ethylidene]malononitrile 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 以63%的产率得到ethyl 2-amino-3a-(4-bromophenyl)-1-carbamoyl-3-cyano-6-methyl-3a,4-dihydro-1H-pyrrolo[1,2-b]pyrazole-5-carboxylate
  参考文献：
  名称：

  Synthesis of Densely Functionalized 3a,4-Dihydro-1H-Pyrrolo[1,2-b]Pyrazoles via Base Mediated Domino Reaction of Vinyl Malononitriles with 1,2-Diaza-1,3-dienes

  摘要：

  A domino reaction of vinyl malononitriles (VMs) with 1,2-diaza-1,3-dienes (DDs) produce unprecedented 3a,4-dihydro-1H-pyrrolo[1,2-b]pyrazole systems in a chemo-, regio-, and stereoselective fashion. This base promoted (DIPEA) one-pot transformation involving multiple steps constructs one new C-C bond, two C-N bonds, and two new fused heterocyclic rings with total atom economy.

  DOI：

  10.1021/ol401336s

文献信息

• Synthesis of Densely Functionalized 3a,4-Dihydro-1<i>H</i>-Pyrrolo[1,2-<i>b</i>]Pyrazoles via Base Mediated Domino Reaction of Vinyl Malononitriles with 1,2-Diaza-1,3-dienes
  作者：Orazio A. Attanasi、Gianfranco Favi、Athina Geronikaki、Fabio Mantellini、Giada Moscatelli、Aliki Paparisva

  DOI：10.1021/ol401336s

  日期：2013.6.7

  A domino reaction of vinyl malononitriles (VMs) with 1,2-diaza-1,3-dienes (DDs) produce unprecedented 3a,4-dihydro-1H-pyrrolo[1,2-b]pyrazole systems in a chemo-, regio-, and stereoselective fashion. This base promoted (DIPEA) one-pot transformation involving multiple steps constructs one new C-C bond, two C-N bonds, and two new fused heterocyclic rings with total atom economy.