7-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)-4-((triisopropylsilyl)oxy)bicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile | 917967-39-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 7-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)-4-((triisopropylsilyl)oxy)bicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile
• CAS: 917967-39-6
• 化学式: C₂₆H₄₁NO₃Si
• 分子量: 443.702
• InChiKey: LKCMXKFLJPUELN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.88
• 重原子数：
  31.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  51.48
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  7-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)-4-((triisopropylsilyl)oxy)bicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile 在 4-甲基苯磺酸吡啶 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以78%的产率得到1-(3-hydroxyprop-1-yl)-5-(triisopropylsilyloxy)benzocyclobutene-1-carbonitrile
  参考文献：
  名称：

  Synthesis and biological evaluation of dihydrofuran-fused perhydrophenanthrenes as a new anti-influenza agent having novel structural characteristic

  摘要：

  Dihydrofuran-fused perhydrophenanthrenes were synthesized by means of o-quinodimethane chemistry with high generality and stereoselectivity, and found to exhibit potent anti-influenza activity. These compounds exerted an inhibitory effect on various strains of influenza virus growth, including influenza A and B, with a concentration dependent manner, and direct cytotoxicity was low. Several biological experiments suggested that these new drugs affected a virus replication process before mRNA synthesis stage. Novel rigid cage-type of structural characteristic of the compounds has not been found in hitherto anti-influenza drugs, and will provide new basis and motif for exploring promising and unprecedented anti-influenza agents. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.046
• 作为产物：
  描述：

  1-cyano-5-methoxybenzocyclobutane 在 碘代三甲硅烷 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 19.42h， 生成 7-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)-4-((triisopropylsilyl)oxy)bicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile
  参考文献：
  名称：

  Synthesis and biological evaluation of dihydrofuran-fused perhydrophenanthrenes as a new anti-influenza agent having novel structural characteristic

  摘要：

  Dihydrofuran-fused perhydrophenanthrenes were synthesized by means of o-quinodimethane chemistry with high generality and stereoselectivity, and found to exhibit potent anti-influenza activity. These compounds exerted an inhibitory effect on various strains of influenza virus growth, including influenza A and B, with a concentration dependent manner, and direct cytotoxicity was low. Several biological experiments suggested that these new drugs affected a virus replication process before mRNA synthesis stage. Novel rigid cage-type of structural characteristic of the compounds has not been found in hitherto anti-influenza drugs, and will provide new basis and motif for exploring promising and unprecedented anti-influenza agents. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.046