[(5Z)-6,10-dimethylundeca-5,9-dien-1-ynyl]-trimethylsilane | 402915-45-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(5Z)-6,10-dimethylundeca-5,9-dien-1-ynyl]-trimethylsilane
• CAS: 402915-45-1
• 化学式: C₁₆H₂₈Si
• 分子量: 248.484
• InChiKey: YIHUWQIPYYQKFX-VBKFSLOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.34
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  [(5Z)-6,10-dimethylundeca-5,9-dien-1-ynyl]-trimethylsilane 在 二氯二茂钛 、 氢氧化钾 、 正丁基锂 、 Isobutylmagnesium chloride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 为溶剂， 反应 10.25h， 生成 (2Z,6Z)-3,7,11-三甲基-2,6,10-十二碳三烯-1-醇
  参考文献：
  名称：

  A Novel, Highly Selective, and General Methodology for the Synthesis of 1,5-Diene-Containing Oligoisoprenoids of All Possible Geometrical Combinations Exemplified by an Iterative and Convergent Synthesis of Coenzyme Q₁₀

  摘要：

  GRAPHICSA truly general, versatile, and highly regio- and stereoselective methodology for the synthesis of terpenoids containing 1,5-diene units of E and/or Z geometry critically involves Pd-catalyzed homoallyl- and homopropargyl-alkenyl coupling and Zr-catalyzed carboalumination of alkynes. By using this methodology, coenzyme Q(10), (E,Z,E)-geranylgeranoll, and other natural or unnatural compounds have been synthesized efficiently.

  DOI：

  10.1021/ol010263d
• 作为产物：
  描述：

  4-bromo-1-trimethylsilylbut-1-yne 在 叔丁基锂 、 magnesium 、 zinc dibromide 作用下， 以 四氢呋喃 、 乙醚 、 正戊烷 为溶剂， 反应 27.75h， 生成 [(5Z)-6,10-dimethylundeca-5,9-dien-1-ynyl]-trimethylsilane
  参考文献：
  名称：

  A Novel, Highly Selective, and General Methodology for the Synthesis of 1,5-Diene-Containing Oligoisoprenoids of All Possible Geometrical Combinations Exemplified by an Iterative and Convergent Synthesis of Coenzyme Q₁₀

  摘要：

  GRAPHICSA truly general, versatile, and highly regio- and stereoselective methodology for the synthesis of terpenoids containing 1,5-diene units of E and/or Z geometry critically involves Pd-catalyzed homoallyl- and homopropargyl-alkenyl coupling and Zr-catalyzed carboalumination of alkynes. By using this methodology, coenzyme Q(10), (E,Z,E)-geranylgeranoll, and other natural or unnatural compounds have been synthesized efficiently.

  DOI：

  10.1021/ol010263d

文献信息

• A Novel, Highly Selective, and General Methodology for the Synthesis of 1,5-Diene-Containing Oligoisoprenoids of All Possible Geometrical Combinations Exemplified by an Iterative and Convergent Synthesis of Coenzyme Q₁₀
  作者：Ei-ichi Negishi、Show-Yee Liou、Caiding Xu、Shouquan Huo

  DOI：10.1021/ol010263d

  日期：2002.1.1

  GRAPHICSA truly general, versatile, and highly regio- and stereoselective methodology for the synthesis of terpenoids containing 1,5-diene units of E and/or Z geometry critically involves Pd-catalyzed homoallyl- and homopropargyl-alkenyl coupling and Zr-catalyzed carboalumination of alkynes. By using this methodology, coenzyme Q(10), (E,Z,E)-geranylgeranoll, and other natural or unnatural compounds have been synthesized efficiently.