5-[2(Z)-(3,4-methylendioxyphenyl)ethenyl]benzo[1,2-c]1,2,5-oxadiazole N¹-oxide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 5-[2(Z)-(3,4-methylendioxyphenyl)ethenyl]benzo[1,2-c]1,2,5-oxadiazole N¹-oxide
• 英文别名: 5-[(Z)-2-(1,3-benzodioxol-5-yl)ethenyl]-3-oxido-2,1,3-benzoxadiazol-3-ium
• 化学式: C₁₅H₁₀N₂O₄
• 分子量: 282.255
• InChiKey: VBXNSHNYQLZVRX-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  70
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  胡椒基氯 在 18-冠醚-6 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 7.5h， 生成 5-[2(E)-(3,4-methylendioxyphenyl)ethenyl]benzo[1,2-c]1,2,5-oxadiazole N¹-oxide 、 5-[2(Z)-(3,4-methylendioxyphenyl)ethenyl]benzo[1,2-c]1,2,5-oxadiazole N¹-oxide
  参考文献：
  名称：

  Arylethenylbenzofuroxan Derivatives as Drugs for Chagas Disease: Multigram Batch Synthesis using a Wittig−Boden Process

  摘要：

  In the present work, we developed robust processes for the preparation of new antitrypanosomal benzofuroxans, E and Z isomers of 5-arylethenylbenzo[1,2-c]1,2,5-oxadiazole N-1-oxide 1-6, in multigram batch through Wittig-Boden conditions as the key synthetic step. In these conditions, the generation of the benzofurazans, as secondary byproduct, was minimized.

  DOI：

  10.1021/op7001722

文献信息

• Arylethenylbenzofuroxan Derivatives as Drugs for Chagas Disease: Multigram Batch Synthesis using a Wittig−Boden Process
  作者：Williams Porcal、Alicia Merlino、Mariana Boiani、Alejandra Gerpe、Mercedes González、Hugo Cerecetto

  DOI：10.1021/op7001722

  日期：2008.3.1

  In the present work, we developed robust processes for the preparation of new antitrypanosomal benzofuroxans, E and Z isomers of 5-arylethenylbenzo[1,2-c]1,2,5-oxadiazole N-1-oxide 1-6, in multigram batch through Wittig-Boden conditions as the key synthetic step. In these conditions, the generation of the benzofurazans, as secondary byproduct, was minimized.