3,6-di-tert-butyl-4-methoxycarbonyl-1,4-dihydropyrrolo[3-2,b]pyrrole-1,2-carboxylic anhydride | 185993-71-9

• 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: 3,6-di-tert-butyl-4-methoxycarbonyl-1,4-dihydropyrrolo[3-2,b]pyrrole-1,2-carboxylic anhydride
• 英文别名: Methyl 3,7-ditert-butyl-9,11-dioxo-10-oxa-1,5-diazatricyclo[6.3.0.02,6]undeca-2(6),3,7-triene-5-carboxylate
• CAS: 185993-71-9
• 化学式: C₁₈H₂₂N₂O₅
• 分子量: 346.383
• InChiKey: UIJKMCCFTUJMGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  79.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,6-di-tert-butyl-4-methoxycarbonyl-1,4-dihydropyrrolo[3-2,b]pyrrole-1,2-carboxylic anhydride 以 甲苯 为溶剂， 反应 1.0h， 以97%的产率得到dimethyl 3,6,9,12-tetra-tert-butyl-5,11-dioxodipyrrolo[2',3':4,5]pyrrolo[1,2-a,1,2-d]piperazine-1,7-dicarboxylate
  参考文献：
  名称：

  The Reaction of Electron Excess Aromatic Heterocycle, 1,4-Dihydropyrrolo[3,2-b]pyrrole and Some Related Compounds with Chlorosulfonyl Isocyanate (CSI)

  摘要：

  The reaction of 3,6-di-tert-butyl-1,4-dihydropyrrolo[3,2-b]pyrrole and its N,N'-dimethoxycarbonyl derivative with chlorosulfonyl isocyanate (CSI) was investigated. The higher reactivity for the electrophilic reaction and a remarkable electron excessiveness of the system were demonstrated by comparing with those of indole and pyrrole derivatives.

  DOI：

  10.3987/com-96-7616
• 作为产物：
  描述：

  氯磺酰异氰酸酯 、 dimethyl 3,6-di-tert-butyl-1,4-dihydropyrrolo<3,2-b>pyrrole-1,4-dicarboxylate 以 二氯甲烷 为溶剂， 以59%的产率得到3,6-di-tert-butyl-4-methoxycarbonyl-1,4-dihydropyrrolo[3-2,b]pyrrole-1,2-carboxylic anhydride
  参考文献：
  名称：

  The Reaction of Electron Excess Aromatic Heterocycle, 1,4-Dihydropyrrolo[3,2-b]pyrrole and Some Related Compounds with Chlorosulfonyl Isocyanate (CSI)

  摘要：

  The reaction of 3,6-di-tert-butyl-1,4-dihydropyrrolo[3,2-b]pyrrole and its N,N'-dimethoxycarbonyl derivative with chlorosulfonyl isocyanate (CSI) was investigated. The higher reactivity for the electrophilic reaction and a remarkable electron excessiveness of the system were demonstrated by comparing with those of indole and pyrrole derivatives.

  DOI：

  10.3987/com-96-7616