{2-[N-(5-methyl-1H,3H-pyrimidine-2,4-dion-1-ylmethyl)-N-(p-toluenesulfonyl)amino]ethoxymethyl}phosphonic acid | 1170677-02-7

• 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: {2-[N-(5-methyl-1H,3H-pyrimidine-2,4-dion-1-ylmethyl)-N-(p-toluenesulfonyl)amino]ethoxymethyl}phosphonic acid
• 英文别名: 2-[(5-Methyl-2,4-dioxopyrimidin-1-yl)methyl-(4-methylphenyl)sulfonylamino]ethoxymethylphosphonic acid
• CAS: 1170677-02-7
• 化学式: C₁₆H₂₂N₃O₈PS
• 分子量: 447.406
• InChiKey: FSJQXPJTAXREIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  162
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  diethyl {2-[N-(5-methyl-1H,3H-pyrimidine-2,4-dion-1-ylmethyl)-N-(p-toluenesulfonyl)amino]ethoxymethyl}phosphonate 在 三甲基溴硅烷 、 水 作用下， 以 乙腈 、 丙酮 为溶剂， 反应 2.0h， 以78%的产率得到{2-[N-(5-methyl-1H,3H-pyrimidine-2,4-dion-1-ylmethyl)-N-(p-toluenesulfonyl)amino]ethoxymethyl}phosphonic acid
  参考文献：
  名称：

  Synthesis and antiviral activity evaluation of acyclic 2′-azanucleosides bearing a phosphonomethoxy function in the side chain

  摘要：

  Acyclic 2'-azanucleosides with a phosphonomethoxy function in the side chain were obtained by coupling of diethyl {2-[N-(pivaloyloxymethyl)-N-(p-toluenesulfonyl)amino]ethoxymethyl} phosphonate with the pyrimidine nucleobases via the Vorbruggen-type protocol. The compounds were evaluated in vitro for activity against a broad variety of RNA and DNA viruses. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.04.054

文献信息

• Synthesis and antiviral activity evaluation of acyclic 2′-azanucleosides bearing a phosphonomethoxy function in the side chain
  作者：Mariola Koszytkowska-Stawińska、Erik De Clercq、Jan Balzarini

  DOI：10.1016/j.bmc.2009.04.054

  日期：2009.6

  Acyclic 2'-azanucleosides with a phosphonomethoxy function in the side chain were obtained by coupling of diethyl 2-[N-(pivaloyloxymethyl)-N-(p-toluenesulfonyl)amino]ethoxymethyl} phosphonate with the pyrimidine nucleobases via the Vorbruggen-type protocol. The compounds were evaluated in vitro for activity against a broad variety of RNA and DNA viruses. (C) 2009 Elsevier Ltd. All rights reserved.