Methyl 5,8-Epoxy-5,6,7,8-tetrahydro-3-<2-<4-(2-methoxyphenyl)piperazin-1-yl>ethyl>-2,4-dioxo-1H,3H-quinazoline-endo-7-carboxylate | 131067-92-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: Methyl 5,8-Epoxy-5,6,7,8-tetrahydro-3-<2-<4-(2-methoxyphenyl)piperazin-1-yl>ethyl>-2,4-dioxo-1H,3H-quinazoline-endo-7-carboxylate
• 英文别名: Methyl 5,8-Epoxy-5,6,7,8-tetrahydro-3-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-2,4-dioxo-1H,3H-quinazoline-endo-7-carboxylate
• CAS: 131067-92-0
• 化学式: C₂₃H₂₈N₄O₆
• 分子量: 456.499
• InChiKey: YUYPWSNLJALMBZ-GZRFBZBPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.67
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  106.1
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Methyl 5,8-Epoxy-5,6,7,8-tetrahydro-3-<2-<4-(2-methoxyphenyl)piperazin-1-yl>ethyl>-2,4-dioxo-1H,3H-quinazoline-endo-7-carboxylate 在 硫酸 作用下， 反应 0.75h， 以73%的产率得到Methyl 3-<2-<4-(2-Methoxyphenyl)piperazin-1-yl>ethyl>-2,4-dioxo-1H,3H-quinazoline-7-carboxylate
  参考文献：
  名称：

  Investigations into a mild Diels-Alder approach to 6-substituted quinazoline-2,4-dione derivatives

  摘要：

  Furo[3,4-d]pyrimidine-2,4-dione (2) has been reacted with a number of dienophiles to give the Diels-Alder adducts such as 3 and 4 under very mild reaction conditions. Methyl acrylate gives only two regioisomeric endo products which have been isolated and characterized. Other dienophiles give mixtures of endo and exo products as well as of regioisomers. The product ratios were determined by high field H-1 NMR analysis. These adducts are dehydrated by treatment with acid to form some novel quinazoline-2,4-dione derivatives.

  DOI：

  10.1021/jo00001a046
• 作为产物：
  描述：

  3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]furo[3,4-d]pyrimidine-2,4-dione 、 丙烯酸甲酯（MA） 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以60%的产率得到Methyl 5,8-Epoxy-5,6,7,8-tetrahydro-3-<2-<4-(2-methoxyphenyl)piperazin-1-yl>ethyl>-2,4-dioxo-1H,3H-quinazoline-endo-6-carboxylate
  参考文献：
  名称：

  Investigations into a mild Diels-Alder approach to 6-substituted quinazoline-2,4-dione derivatives

  摘要：

  Furo[3,4-d]pyrimidine-2,4-dione (2) has been reacted with a number of dienophiles to give the Diels-Alder adducts such as 3 and 4 under very mild reaction conditions. Methyl acrylate gives only two regioisomeric endo products which have been isolated and characterized. Other dienophiles give mixtures of endo and exo products as well as of regioisomers. The product ratios were determined by high field H-1 NMR analysis. These adducts are dehydrated by treatment with acid to form some novel quinazoline-2,4-dione derivatives.

  DOI：

  10.1021/jo00001a046