5-iodo-1,3-bis(methoxymethyl)pyrimidin-2,4-dione | 1396408-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-iodo-1,3-bis(methoxymethyl)pyrimidin-2,4-dione
• 英文别名: N,N-1,3-diMOM-5-iodouracil；5-IOdo-1,3-bis(methoxymethyl)pyrimidine-2,4-dione
• CAS: 1396408-90-4
• 化学式: C₈H₁₁IN₂O₄
• 分子量: 326.091
• InChiKey: IDQPGABOFSFEQM-UHFFFAOYSA-N

物化性质

• 沸点：
  322.2±52.0 °C(Predicted)
• 密度：
  1.85±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-iodo-1,3-bis(methoxymethyl)pyrimidin-2,4-dione 、 1-己炔 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以69%的产率得到5-(hex-1-yn-1-yl)-1,3-bis(methoxymethyl)pyrimidine-2,4-dione
  参考文献：
  名称：

  Efficient palladium-mediated or base-induced 5-endo-dig cyclisation of C5-alkynylated pyrimidine derivatives: conventional and microwave-assisted synthesis of novel furo[2,3-d]pyrimidines

  摘要：

  A series of the novel 5-alkynyl- and furo[2,3-d]pyrimidine derivatives in which the sugar moiety is replaced by a methoxymethyl (MOM) group is synthesised using the Sonogashira cross-coupling reaction under both conventional and microwave conditions, in good to excellent yields. The 5-endo-dig cyclisation of 5-alkynylpyrimidine derivatives promoted by a Pd-catalyst or base gives the corresponding furo[2,3-d]pyrimidines in good yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.068
• 作为产物：
  描述：

  5-碘尿嘧啶 、 氯甲基甲基醚 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以58%的产率得到5-iodo-1,3-bis(methoxymethyl)pyrimidin-2,4-dione
  参考文献：
  名称：

  Efficient palladium-mediated or base-induced 5-endo-dig cyclisation of C5-alkynylated pyrimidine derivatives: conventional and microwave-assisted synthesis of novel furo[2,3-d]pyrimidines

  摘要：

  A series of the novel 5-alkynyl- and furo[2,3-d]pyrimidine derivatives in which the sugar moiety is replaced by a methoxymethyl (MOM) group is synthesised using the Sonogashira cross-coupling reaction under both conventional and microwave conditions, in good to excellent yields. The 5-endo-dig cyclisation of 5-alkynylpyrimidine derivatives promoted by a Pd-catalyst or base gives the corresponding furo[2,3-d]pyrimidines in good yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.068