2-ethoxy-3,4-bis(methoxycarbonyl)-pyrrole | 134857-30-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-ethoxy-3,4-bis(methoxycarbonyl)-pyrrole
• 英文别名: dimethyl 2-ethoxy-1H-pyrrole-3,4-dicarboxylate
• CAS: 134857-30-0
• 化学式: C₁₀H₁₃NO₅
• 分子量: 227.217
• InChiKey: OJSNESZUGYRBQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  77.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丁炔二酸二甲酯 以 乙醇 、 二氯甲烷 、 硫酸 为溶剂， 生成 2-ethoxy-3,4-bis(methoxycarbonyl)-pyrrole
  参考文献：
  名称：

  Abouelfida, Abdesselam; Pradere, Jean Paul; Jubault, Michel, Canadian Journal of Chemistry, 1992, vol. 70, # 1, p. 14 - 20

  摘要：

  DOI：

文献信息

• Cycloaddition of New N-Unsubstituted Azomethine Ylides Generated from N-[(Trimethylsilyl)methyl]thiocarbamates, Synthetic Equivalents of Non-stabilized Alkoxy- or Alkylthionitrile Ylides
  作者：Otohiko Tsuge、Taizo Hatta、Masanori Shinozuka、Hideki Tashiro

  DOI：10.3987/com-00-9131

  日期：——

  The reaction of (trimethylsilyl)methyl isothiocyanate with alcohol in the presence of aluminum alkoxide provides a useful route for the preparation of N- [(trimethylsilyl) methyl] thiocarbamates. The S-methylation of thiocarbamates followed by desilylation generates nonstabilized azomethine ylides having both methylthio and alkoxy groups at the ylide carbon. These azomethine ylides react with electron-deficient carbon-carbon multiples bonds to give formal alkoxynitrile ylide- and/or methylthionitrile ylide-cycloadducts. Thus, the azomethine ylides can be synthetic equivalents of nonstabilized alkoxy- or methylthionitrile ylides that are otherwise relatively inaccessible.
• A selective electrochemical way to functionalized 6H-1,3-thiazines and /or pyrroles.
  作者：Abdesselam Abouelfida、Michel Jubault、Jean-Paul Pradere、Jean-Claude Roze、André Tallec

  DOI：10.1016/s0040-4039(00)79687-0

  日期：1991.5

  4H-1,3-thiazines, easily prepared from 1-thia-3-azabutadienes, appear electroactive in protic medium. Controlled potential electroreductions of 4H-1,-3-thiazines lead either to substituted 6H-1,3-thiazines or to pyrroles according to the nature of the C-4 substituent and the acidity of the supporting electrolyte.