trimethyl(4-methyl-2-(2-methylbut-3-en-2-yl)phenoxy)silane | 1221426-24-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trimethyl(4-methyl-2-(2-methylbut-3-en-2-yl)phenoxy)silane
• 英文别名: Trimethyl-[4-methyl-2-(2-methylbut-3-en-2-yl)phenoxy]silane；trimethyl-[4-methyl-2-(2-methylbut-3-en-2-yl)phenoxy]silane
• CAS: 1221426-24-9
• 化学式: C₁₅H₂₄OSi
• 分子量: 248.44
• InChiKey: QWTITZJCBFRIJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-溴-3-甲基-2-丁烯 、 trimethyl(4-methyl-2-(2-methylbut-3-en-2-yl)phenoxy)silane 在 9-硼双环[3.3.1]壬烷 、 palladium bis[bis(diphenylphosphino)ferrocene] dichloride 、 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以90%的产率得到4-methyl-2-(2,5,6-trimethylhept-5-en-2-yl)phenol
  参考文献：
  名称：

  De novo synthesis of teleocidin B analogs

  摘要：

  Teleocidin B analogs have been synthesized in 24 steps and 1.9% overall yield. The key steps include aromatic Claisen rearrangement, intramolecular Heck reaction of a tetra-substituted alkene, and ruthenium (II) catalyzed indole cyclization. Teleocidin and the new analogs promote cell spreading on fibroblast cells that were treated with amino-Nogo, an inhibitor of cell spreading. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.048
• 作为产物：
  描述：

  1-(3-methylbut-2-enyloxy)-4-methylbenzene 、 六甲基二硅氮烷 在 N,N-二甲基苯胺 作用下， 反应 16.0h， 以78%的产率得到trimethyl(4-methyl-2-(2-methylbut-3-en-2-yl)phenoxy)silane
  参考文献：
  名称：

  De novo synthesis of teleocidin B analogs

  摘要：

  Teleocidin B analogs have been synthesized in 24 steps and 1.9% overall yield. The key steps include aromatic Claisen rearrangement, intramolecular Heck reaction of a tetra-substituted alkene, and ruthenium (II) catalyzed indole cyclization. Teleocidin and the new analogs promote cell spreading on fibroblast cells that were treated with amino-Nogo, an inhibitor of cell spreading. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.048

文献信息

• De novo synthesis of teleocidin B analogs
  作者：Jun Pu、Kangwen Deng、John Butera、Michael Chlenov、Adam Gilbert、Mike Kagan、James Mattes、Lynn Resnick

  DOI：10.1016/j.tet.2010.01.048

  日期：2010.3

  Teleocidin B analogs have been synthesized in 24 steps and 1.9% overall yield. The key steps include aromatic Claisen rearrangement, intramolecular Heck reaction of a tetra-substituted alkene, and ruthenium (II) catalyzed indole cyclization. Teleocidin and the new analogs promote cell spreading on fibroblast cells that were treated with amino-Nogo, an inhibitor of cell spreading. (C) 2010 Elsevier Ltd. All rights reserved.