N-<(1-allylpyrrol-2-yl)methylidene>benzenemethanamine N-oxide | 219666-06-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N-<(1-allylpyrrol-2-yl)methylidene>benzenemethanamine N-oxide
• 英文别名: N-benzyl-1-(1-prop-2-enylpyrrol-2-yl)methanimine oxide
• CAS: 219666-06-5
• 化学式: C₁₅H₁₆N₂O
• 分子量: 240.305
• InChiKey: PERQUQCAVRVUJX-LGMDPLHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  33.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-<(1-allylpyrrol-2-yl)methylidene>benzenemethanamine N-oxide 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 30.0h， 生成 (6R*,8S*)-8-amino-6-hydroxy-5,6,7,8-tetrahydroindolizine
  参考文献：
  名称：

  Intramolecular Cycloadditions of Nitrones Derived from 1-Allyl-2-pyrrolecarbaldehyde as a Route to Racemic and Enantiopure Pyrrolizidines and Indolizidines

  摘要：

  A version of the intramolecular nitrone cycloaddition strategy, using 2-pyrrolecarbaldehyde as starting material, has been developed to synthesize new pyrrolizidines and indolizidines structurally related to biologically active alkaloids. The target molecules have been accessible in racemic as well as enantiopure form.

  DOI：

  10.1021/jo9810415
• 作为产物：
  描述：

  N-苄基羟胺盐酸盐 、 N-allylpyrrole-2-carboxaldehyde 在 aluminum oxide 、 碳酸氢钠 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以52%的产率得到N-<(1-allylpyrrol-2-yl)methylidene>benzenemethanamine N-oxide
  参考文献：
  名称：

  Intramolecular Cycloadditions of Nitrones Derived from 1-Allyl-2-pyrrolecarbaldehyde as a Route to Racemic and Enantiopure Pyrrolizidines and Indolizidines

  摘要：

  A version of the intramolecular nitrone cycloaddition strategy, using 2-pyrrolecarbaldehyde as starting material, has been developed to synthesize new pyrrolizidines and indolizidines structurally related to biologically active alkaloids. The target molecules have been accessible in racemic as well as enantiopure form.

  DOI：

  10.1021/jo9810415

文献信息

• Intramolecular Cycloadditions of Nitrones Derived from 1-Allyl-2-pyrrolecarbaldehyde as a Route to Racemic and Enantiopure Pyrrolizidines and Indolizidines
  作者：Alberto Arnone、Gianluigi Broggini、Daniele Passarella、Alberto Terraneo、Gaetano Zecchi

  DOI：10.1021/jo9810415

  日期：1998.12.1

  A version of the intramolecular nitrone cycloaddition strategy, using 2-pyrrolecarbaldehyde as starting material, has been developed to synthesize new pyrrolizidines and indolizidines structurally related to biologically active alkaloids. The target molecules have been accessible in racemic as well as enantiopure form.