(1R,2R,6S,7R)-4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione | 53730-37-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (1R,2R,6S,7R)-4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• 英文别名: (1R,2R,6S,7R)-4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione
• CAS: 53730-37-3
• 化学式: C₁₃H₁₀N₂O₄
• 分子量: 258.233
• InChiKey: MXDZNFMZTAOLPD-BJPCUFFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.37
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,2R,6S,7R)-4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione 在 甲酸 、 双氧水 作用下， 以 水 为溶剂， 以95%的产率得到(1S,2R,6S,7S,8S,10R)-4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-9-oxa-4-azatetracyclo[5.3.1.0^2,6.0^8,10]undecane-3,5-dione
  参考文献：
  名称：

  Reactions of 4-amino-4-azatricyclo[5.2.1.02,6-endo ]dec-8-ene-3,5-dione with dicarboxylic acid anhydrides

  摘要：

  Reactions of 4-amino-4-azatricyclo[5.2.1.0(2,6-endo)]dec-8-ene-3,5-dione (hydrazinolysis product of endic anhydride) with succinic, maleic, cis-cyclohexane-1,2-dicarboxylic, endic, phthalic, and 1,8-naphthalic anhydrides were studied. Procedures for the preparation of the corresponding hydrazido acids and bis-imides were proposed. Their reactions with peroxyformic acid, depending on the substrate nature, led to the formation of both epoxy hydrazido acids and epoxy imides. The unsaturated adducts reacted with p-nitrophenyl azide to give the corresponding triazole derivatives.

  DOI：

  10.1134/s1070428007070135
• 作为产物：
  描述：

  (Z)-4-[(1R,2R,6S,7R)-(3,5-dioxo-4-azatricyclo[5.2.1.0^2,6]dec-8-en-4-ylamino]-4-oxobut-2-enoic acid 在 溶剂黄146 作用下， 以82%的产率得到(1R,2R,6S,7R)-4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
  参考文献：
  名称：

  Reactions of 4-amino-4-azatricyclo[5.2.1.02,6-endo ]dec-8-ene-3,5-dione with dicarboxylic acid anhydrides

  摘要：

  Reactions of 4-amino-4-azatricyclo[5.2.1.0(2,6-endo)]dec-8-ene-3,5-dione (hydrazinolysis product of endic anhydride) with succinic, maleic, cis-cyclohexane-1,2-dicarboxylic, endic, phthalic, and 1,8-naphthalic anhydrides were studied. Procedures for the preparation of the corresponding hydrazido acids and bis-imides were proposed. Their reactions with peroxyformic acid, depending on the substrate nature, led to the formation of both epoxy hydrazido acids and epoxy imides. The unsaturated adducts reacted with p-nitrophenyl azide to give the corresponding triazole derivatives.

  DOI：

  10.1134/s1070428007070135