1-(isocytosine-5-ylmethyl)-cyclobutulmethyl bis(pivaloyl-2-thioethyl) phosphate | 1234357-69-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 1-(isocytosine-5-ylmethyl)-cyclobutulmethyl bis(pivaloyl-2-thioethyl) phosphate
• 英文别名: S-[2-[[1-[(2-amino-4-oxo-1H-pyrimidin-5-yl)methyl]cyclobutyl]methoxy-[2-(2,2-dimethylpropanoylsulfanyl)ethoxy]phosphoryl]oxyethyl] 2,2-dimethylpropanethioate；S-[2-[[1-[(2-amino-6-oxo-1H-pyrimidin-5-yl)methyl]cyclobutyl]methoxy-[2-(2,2-dimethylpropanoylsulfanyl)ethoxy]phosphoryl]oxyethyl] 2,2-dimethylpropanethioate
• CAS: 1234357-69-7
• 化学式: C₂₄H₄₀N₃O₇PS₂
• 分子量: 577.703
• InChiKey: KLFURJFSRYOWBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  37
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  197
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  5-[1-(t-butyldimethylsilanyloxymethyl)cyclobutylmethyl]isocytosine 在 四氮唑 、 四丁基氟化铵 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 1.5h， 生成 1-(isocytosine-5-ylmethyl)-cyclobutulmethyl bis(pivaloyl-2-thioethyl) phosphate
  参考文献：
  名称：

  Design and Synthesis of Novel Sate Derivatives of Acyclic Isocytosine and 9-DeazaadenineC-Nucleosides

  摘要：

  This article describes a very simple route for synthesizing novel lipophilic phosphate bis(t-bu-SATE) prodrugs of acyclic cyclobutylated C-nucleosides such as isocytosine 12 and 9-deazaadenine 19, which were prepared from 1,1-gem cyclobutyl dicarboxylate. Synthesized compounds were evaluated as potential antiviral agents against HIV virus. Some phosphate SATE prodrugs were more active against HIV than parent nucleosides.

  DOI：

  10.1080/15257771003745704