methyl 2-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethylsulfanyl]-2,2-difluoroacetate | 1145765-06-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: methyl 2-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethylsulfanyl]-2,2-difluoroacetate
• 英文别名: Methyl 2,2-difluoro-2-[2-(5-methyl-2,4-dioxopyrimidin-1-yl)ethylsulfanyl]acetate
• CAS: 1145765-06-5
• 化学式: C₁₀H₁₂F₂N₂O₄S
• 分子量: 294.279
• InChiKey: IKPXKKODOKBHFY-UHFFFAOYSA-N

物化性质

• 熔点：
  123 °C
• 密度：
  1.379±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethylsulfanyl]-2,2-difluoroacetate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以77%的产率得到2-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethylsulfanyl]-2,2-difluoro-ethanol
  参考文献：
  名称：

  Synthesis and biological evaluation of fluorinated acyclothionucleosides

  摘要：

  The discovery of thio- and fluoro-nucleosides as antiviral or anticancer agents Prompts us to explore the synthesis of acyclic analogous. In this paper is reported the preparation of acyclothionucleosides by the alkylation of nucleic bases with difluorothio-esters and -alcohols. Compounds Structurally Close to known antiviral agents were tested towards a large variety of Viruses. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.04.005
• 作为产物：
  描述：

  methyl 2,2-difluoro-2-(2-hydroxy-ethylsulfanyl) acetate 、 N-3-benzoylthymine 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以34%的产率得到methyl 2-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethylsulfanyl]-2,2-difluoroacetate
  参考文献：
  名称：

  Synthesis and biological evaluation of fluorinated acyclothionucleosides

  摘要：

  The discovery of thio- and fluoro-nucleosides as antiviral or anticancer agents Prompts us to explore the synthesis of acyclic analogous. In this paper is reported the preparation of acyclothionucleosides by the alkylation of nucleic bases with difluorothio-esters and -alcohols. Compounds Structurally Close to known antiviral agents were tested towards a large variety of Viruses. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.04.005

文献信息

• Synthesis and biological evaluation of fluorinated acyclothionucleosides
  作者：Sonia Gouault-Bironneau、Aboubacary Sène、Jean-Marie Catel、Thierry Lequeux

  DOI：10.1016/j.jfluchem.2008.04.005

  日期：2008.9

  The discovery of thio- and fluoro-nucleosides as antiviral or anticancer agents Prompts us to explore the synthesis of acyclic analogous. In this paper is reported the preparation of acyclothionucleosides by the alkylation of nucleic bases with difluorothio-esters and -alcohols. Compounds Structurally Close to known antiviral agents were tested towards a large variety of Viruses. (c) 2008 Elsevier B.V. All rights reserved.