2,2',5,5'-tetrahydro-1,1'-bipyrrole | 1124345-33-0

• 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: 2,2',5,5'-tetrahydro-1,1'-bipyrrole
• 英文别名: 1-(2,5-Dihydropyrrol-1-yl)-2,5-dihydropyrrole；1-(2,5-dihydropyrrol-1-yl)-2,5-dihydropyrrole
• CAS: 1124345-33-0
• 化学式: C₈H₁₂N₂
• 分子量: 136.197
• InChiKey: HMFDILOMADAPHF-UHFFFAOYSA-N

物化性质

• 沸点：
  202.1±50.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-吡咯啉 、 二碳酸二叔丁酯 以 甲醇 为溶剂， 反应 25.0h， 以57.5 kg的产率得到N-Boc-3-吡咯啉
  参考文献：
  名称：

  Practical One-Pot and Large-Scale Synthesis of N-(tert-Butyloxycarbonyl)-3-pyrroline

  摘要：

  N-(tert-Butyloxycarbonyl)-3-pyrroline was prepared with high purity in large scale starting from cis-1,4-dichloro-2-butene via delepine reaction and subsequent cyclization in the presence of potassium carbonate followed by N-Boc protection in methanol. Judicious selection of base and solvent led to the use of a single solvent, i.e., methanol, for cyclization as well as for N-Boc protection to render the one-pot process from compound 2 more practical and greener than the stepwise version.

  DOI：

  10.1021/op8003037

文献信息

• Practical One-Pot and Large-Scale Synthesis of <i>N</i>-(<i>tert</i>-Butyloxycarbonyl)-3-pyrroline
  作者：Tammana Rajesh、Shaik Abdul Azeez、Erragunta Naresh、Gutta Madhusudhan、Kagga Mukkanti

  DOI：10.1021/op8003037

  日期：2009.5.15

  N-(tert-Butyloxycarbonyl)-3-pyrroline was prepared with high purity in large scale starting from cis-1,4-dichloro-2-butene via delepine reaction and subsequent cyclization in the presence of potassium carbonate followed by N-Boc protection in methanol. Judicious selection of base and solvent led to the use of a single solvent, i.e., methanol, for cyclization as well as for N-Boc protection to render the one-pot process from compound 2 more practical and greener than the stepwise version.