1-(2-methoxyphenyl)-3-trimethylsiloxy-1,3-butadiene | 428866-28-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2-methoxyphenyl)-3-trimethylsiloxy-1,3-butadiene
• 英文别名: [(3E)-4-(2-methoxyphenyl)buta-1,3-dien-2-yl]oxy-trimethylsilane
• CAS: 428866-28-8
• 化学式: C₁₄H₂₀O₂Si
• 分子量: 248.397
• InChiKey: PUBRGDATGHTXEW-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴-6-甲基-p-苯醌 、 1-(2-methoxyphenyl)-3-trimethylsiloxy-1,3-butadiene 以 苯 为溶剂， 以40%的产率得到7-Hydroxy-5-(2-methoxyphenyl)-2-methylnaphthalene-1,4-dione
  参考文献：
  名称：

  摘要：

  7-Hydroxy-5-(2-methoxyphenyl)-2-methyl-6-R-1,4-naphthoquinones, 8-hydroxy-1-(2-methoxyphenyl)-3-oxo-1,2,3,4-tetrahydro-9,10-anthraquinone, and 2-ethoxycarbonyl-8-hydroxy-1-(2-methoxyphenyl)3-trimethylsiloxy-1,1a,4,4a-tetrahydro-9,10-anthraquinone were synthesized by reactions of 1-(2-methoxyphenyl)-2-R-3-trimethylsiloxy-1,3-butadienes with 2-bromo-5-methyl-1,4-benzoquinone and juglone. 1-Aryl-2-ethoxycarbonyl-3-trimethylsiloxy-1,3-butadienes reacted with 1,4-naphthoquinone to afford 1-aryl-2-ethoxycarbonyl-3-hydroxy-9,10-anthraquinones and their 4,4a-dihydro derivatives.

  DOI：

  10.1023/a:1013127520476
• 作为产物：
  描述：

  邻甲氧基苯甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 、 zinc(II) chloride 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 1-(2-methoxyphenyl)-3-trimethylsiloxy-1,3-butadiene
  参考文献：
  名称：

  摘要：

  7-Hydroxy-5-(2-methoxyphenyl)-2-methyl-6-R-1,4-naphthoquinones, 8-hydroxy-1-(2-methoxyphenyl)-3-oxo-1,2,3,4-tetrahydro-9,10-anthraquinone, and 2-ethoxycarbonyl-8-hydroxy-1-(2-methoxyphenyl)3-trimethylsiloxy-1,1a,4,4a-tetrahydro-9,10-anthraquinone were synthesized by reactions of 1-(2-methoxyphenyl)-2-R-3-trimethylsiloxy-1,3-butadienes with 2-bromo-5-methyl-1,4-benzoquinone and juglone. 1-Aryl-2-ethoxycarbonyl-3-trimethylsiloxy-1,3-butadienes reacted with 1,4-naphthoquinone to afford 1-aryl-2-ethoxycarbonyl-3-hydroxy-9,10-anthraquinones and their 4,4a-dihydro derivatives.

  DOI：

  10.1023/a:1013127520476

文献信息

• Synthesis and HIV-1 integrase inhibitory activity of spiroundecane(ene) derivatives
  作者：Elvira E. Shults、Elena A. Semenova、Allison A. Johnson、Svetlana P. Bondarenko、Irina Y. Bagryanskaya、Yuri V. Gatilov、Genrikh A. Tolstikov、Yves Pommier

  DOI：10.1016/j.bmcl.2006.11.094

  日期：2007.3

  preferred for IN inhibition. Moreover, crosslinking experiments showed that spiroundecane derivatives did not affect IN-DNA binding at concentrations that block IN catalytic activity, indicating spiroundecane derivatives inhibit preformed IN-DNA complex. The moderate toxicity of spiroundecane(ene) derivatives encourages the further design of therapeutically relevant analogues based on this novel chemotype

  使用Diels-Alder反应合成了15种2,4-二氧杂螺环[5.5]十一烷酮和2,4-二氧杂螺环[5.5]十一烷-8-烯（螺环十一烷（烯））衍生物。检查了对人免疫缺陷病毒整合酶（IN）的抑制作用。八种螺环十一烷（ene）衍生物可抑制IN催化的3'加工和链转移反应。SAR研究表明，具有至少一个呋喃部分的十一烷核心优选用于IN抑制。此外，交联实验表明，螺环烷衍生物在影响IN催化活性的浓度下不影响IN-DNA结合，表明螺环烷衍生物抑制了预先形成的IN-DNA复合物。螺环十一烷（ene）衍生物的中等毒性鼓励基于这种新型IN抑制剂化学型的治疗相关类似物的进一步设计。
• ——
  作者：I. V. Nechepurenko、E. E. Shul'ts、G. A. Tolstikov

  DOI：10.1023/a:1013127520476

  日期：——

  7-Hydroxy-5-(2-methoxyphenyl)-2-methyl-6-R-1,4-naphthoquinones, 8-hydroxy-1-(2-methoxyphenyl)-3-oxo-1,2,3,4-tetrahydro-9,10-anthraquinone, and 2-ethoxycarbonyl-8-hydroxy-1-(2-methoxyphenyl)3-trimethylsiloxy-1,1a,4,4a-tetrahydro-9,10-anthraquinone were synthesized by reactions of 1-(2-methoxyphenyl)-2-R-3-trimethylsiloxy-1,3-butadienes with 2-bromo-5-methyl-1,4-benzoquinone and juglone. 1-Aryl-2-ethoxycarbonyl-3-trimethylsiloxy-1,3-butadienes reacted with 1,4-naphthoquinone to afford 1-aryl-2-ethoxycarbonyl-3-hydroxy-9,10-anthraquinones and their 4,4a-dihydro derivatives.