[5-Ethyl-1,3-dimethyl-2,4-dioxo-6-(phenoxymethyl)pyrrolo[3,2-d]pyrimidin-7-yl]methyl 3-chlorobenzoate | 207112-29-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [5-Ethyl-1,3-dimethyl-2,4-dioxo-6-(phenoxymethyl)pyrrolo[3,2-d]pyrimidin-7-yl]methyl 3-chlorobenzoate
• CAS: 207112-29-6
• 化学式: C₂₅H₂₄ClN₃O₅
• 分子量: 481.936
• InChiKey: CUOAUPZZNYCJFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  81.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 [5-Ethyl-1,3-dimethyl-2,4-dioxo-6-(phenoxymethyl)pyrrolo[3,2-d]pyrimidin-7-yl]methyl 3-chlorobenzoate 在 盐酸 作用下， 反应 1.0h， 以93%的产率得到5-Ethyl-7-(methoxymethyl)-1,3-dimethyl-6-(phenoxymethyl)pyrrolo[3,2-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  Studies on Pyrimidine-Annelated Heterocycles:  Synthesis of Pyrrolo[3,2-d]pyrimidines by Amine Oxide Rearrangement

  摘要：

  A number of pyrrolo[3,2-d]pyrimidine derivatives (5a-f) were synthesized in 90-95% yields from the corresponding 5-[N-[4-(aryloxy)but-2-ynyl]-N-ethylamino]-1,3-dimethyluracils 4a-f by simple treatment with 1 equiv of m-chloroperoxybenzoic acid in dichloromethane at 0-5 degrees C for 12-15 h. The resulting benzoates (5a-f) were easily converted to methoxy derivatives 11a-f in 92-94% yields when refluxed in methanol for 20-22 h.

  DOI：

  10.1021/jo9718861
• 作为产物：
  描述：

  1,3-dimethyl-5-(N-ethylamino)pyrimidine-2,4-dione 在 potassium carbonate 、 sodium iodide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 生成 [5-Ethyl-1,3-dimethyl-2,4-dioxo-6-(phenoxymethyl)pyrrolo[3,2-d]pyrimidin-7-yl]methyl 3-chlorobenzoate
  参考文献：
  名称：

  Studies on Pyrimidine-Annelated Heterocycles:  Synthesis of Pyrrolo[3,2-d]pyrimidines by Amine Oxide Rearrangement

  摘要：

  A number of pyrrolo[3,2-d]pyrimidine derivatives (5a-f) were synthesized in 90-95% yields from the corresponding 5-[N-[4-(aryloxy)but-2-ynyl]-N-ethylamino]-1,3-dimethyluracils 4a-f by simple treatment with 1 equiv of m-chloroperoxybenzoic acid in dichloromethane at 0-5 degrees C for 12-15 h. The resulting benzoates (5a-f) were easily converted to methoxy derivatives 11a-f in 92-94% yields when refluxed in methanol for 20-22 h.

  DOI：

  10.1021/jo9718861

文献信息

• Studies on Pyrimidine-Annelated Heterocycles:  Synthesis of Pyrrolo[3,2-<i>d</i>]pyrimidines by Amine Oxide Rearrangement
  作者：K. C. Majumdar、U. Das、N. K. Jana

  DOI：10.1021/jo9718861

  日期：1998.5.1

  A number of pyrrolo[3,2-d]pyrimidine derivatives (5a-f) were synthesized in 90-95% yields from the corresponding 5-[N-[4-(aryloxy)but-2-ynyl]-N-ethylamino]-1,3-dimethyluracils 4a-f by simple treatment with 1 equiv of m-chloroperoxybenzoic acid in dichloromethane at 0-5 degrees C for 12-15 h. The resulting benzoates (5a-f) were easily converted to methoxy derivatives 11a-f in 92-94% yields when refluxed in methanol for 20-22 h.