3a-ethyl 4-methyl 6-[(aminocarbonyl)amino]-5,6a-dimethyl-2-oxo-2,3,6,6a-tetrahydro-3aH-furo[2,3-b]pyrrole-3a,4-dicarboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3a-ethyl 4-methyl 6-[(aminocarbonyl)amino]-5,6a-dimethyl-2-oxo-2,3,6,6a-tetrahydro-3aH-furo[2,3-b]pyrrole-3a,4-dicarboxylate
• 英文别名: 3a-O-ethyl 4-O-methyl 6-(carbamoylamino)-5,6a-dimethyl-2-oxo-3H-furo[2,3-b]pyrrole-3a,4-dicarboxylate
• 化学式: C₁₄H₁₉N₃O₇
• 分子量: 341.321
• InChiKey: YZXRPFLVIATFRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  乙酰琥珀酸二乙酯 、 1-aminocarbonyl-3-methyl-4-methoxycarbonyl-1,2-diaza-1,3-diene 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以71%的产率得到3a-ethyl 4-methyl 6-[(aminocarbonyl)amino]-5,6a-dimethyl-2-oxo-2,3,6,6a-tetrahydro-3aH-furo[2,3-b]pyrrole-3a,4-dicarboxylate
  参考文献：
  名称：

  Access to New 2-Oxofuro[2,3-b]pyrroles and 2-Methylenepyrroles through the Reaction of 1,2-Diaza-1,3-butadienes and γ-Ketoesters

  摘要：

  New and interesting 2-oxofuro[2,3-b]pyrroles and 19-methyl-15-oxa-20-azatricyclo[12.3.3.0(1,14)]icos-18-en-18-carboxylates have been obtained in good yields by the one-pot reaction, in basic medium, of 1,2-diaza-1,3-butadienes with diethyl or dimethyl acetylsuccinate or methyl 2-(1,3-dioxo-2-cyclotetradecyl)acetate, respectively, under mild conditions. Treatment of the same starting materials with diethyl 2-acetylglutarate, in acidic medium, afforded unknown 2-methylenepyrrole derivatives in high yields. Novel 4-(3-oxopropyl)-2,5-dimethyl-1H-pyrrole-3-carboxylates also have been achieved by reacting 1,2-diaza-1,3-butadienes with ethyl or methyl 4-acetyl-5-oxo-hexanoate.

  DOI：

  10.1021/jo0349072