(1,3-Dimethyl-2,4,6-trioxo-2,3,4,5,6,7-hexahydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)-acetic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: (1,3-Dimethyl-2,4,6-trioxo-2,3,4,5,6,7-hexahydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)-acetic acid
• 英文别名: 2-(1,3-dimethyl-2,4,6-trioxo-5,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)acetic acid
• 化学式: C₁₀H₁₁N₃O₅
• mdl: MFCD03821448
• 分子量: 253.214
• InChiKey: COPXXGSWRBNVHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  马来酸酐 、 1,3-二甲基-6-氨基脲嘧啶 以 乙腈 为溶剂， 反应 52.0h， 以67%的产率得到(1,3-Dimethyl-2,4,6-trioxo-2,3,4,5,6,7-hexahydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)-acetic acid
  参考文献：
  名称：

  Reactions of 6-aminopyrimidin-4(3H)-ones with electron-deficient alkenyl derivatives. Easy preparation of heterocyclic analogues of Sangivamicine

  摘要：

  The electron-deficient maleic derivatives, maleic anhydride and maleimide, act against 6-aminopyrimidines almost exclusively as activated alkenyl derivatives, affording Michael adducts which in the case of less reactive maleimide are stable and can be isolated, and in the case of maleic anhydride those adducts evolve to pyrrolo[2,3-d]pyrimidines. Dienophilic character of maleimide towards 6-aminopyrimidin-4(3H)-one could also be observed in one case, where a pyrrolo[3,4-c]pyridine derivative was isolated. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00263-4

文献信息

• Reactions of 6-aminopyrimidin-4(3H)-ones with electron-deficient alkenyl derivatives. Easy preparation of heterocyclic analogues of Sangivamicine
  作者：Justo Cobo、Adolfo Sánchez、Manuel Nogueras

  DOI：10.1016/s0040-4020(98)00263-4

  日期：1998.5

  The electron-deficient maleic derivatives, maleic anhydride and maleimide, act against 6-aminopyrimidines almost exclusively as activated alkenyl derivatives, affording Michael adducts which in the case of less reactive maleimide are stable and can be isolated, and in the case of maleic anhydride those adducts evolve to pyrrolo[2,3-d]pyrimidines. Dienophilic character of maleimide towards 6-aminopyrimidin-4(3H)-one could also be observed in one case, where a pyrrolo[3,4-c]pyridine derivative was isolated. (C) 1998 Elsevier Science Ltd. All rights reserved.