2-[1-(t-butyldimethylsilanyloxymethyl)cyclobutylmethyl]-3-(cyanomethylamino)-acrylonitrile | 1234357-72-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-[1-(t-butyldimethylsilanyloxymethyl)cyclobutylmethyl]-3-(cyanomethylamino)-acrylonitrile
• CAS: 1234357-72-2
• 化学式: C₁₇H₂₉N₃OSi
• 分子量: 319.522
• InChiKey: NFZHRAIWNICRFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  68.84
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-[1-(t-butyldimethylsilanyloxymethyl)cyclobutylmethyl]-3-(cyanomethylamino)-acrylonitrile 在 四氮唑 、 四丁基氟化铵 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 甲酸乙酯 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 4.5h， 生成
  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
• 作为产物：
  描述：

  [1-(tert-butyl-dimethyl-silanyloxymethyl)cyclobutyl]-methanol 在 sodium acetate 、 sodium hydride 、 二异丁基氢化铝 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 5.5h， 生成 2-[1-(t-butyldimethylsilanyloxymethyl)cyclobutylmethyl]-3-(cyanomethylamino)-acrylonitrile
  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