trimethyl(4-phenyl-2-penten-1-yl)silane | 82476-40-2

• 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-phenyl-2-penten-1-yl)silane
• 英文别名: trimethyl-(4-phenylpent-2-enyl)-silane；trimethyl(4-phenylpent-2-enyl)silane
• CAS: 82476-40-2
• 化学式: C₁₄H₂₂Si
• 分子量: 218.414
• InChiKey: JWERIJJDXLZTLL-UHFFFAOYSA-N

物化性质

• 沸点：
  279.5±19.0 °C(Predicted)
• 密度：
  0.868±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  trimethyl(4-phenyl-2-penten-1-yl)silane 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 2-(4-phenylpent-1-en-3-ylthio)thiophene
  参考文献：
  名称：

  Synthesis of Enantiomerically Enriched Amino Sulfide Building Blocks from Acyclic Chiral Amino Allylsilanes

  摘要：

  An efficient synthesis of various protected syn-beta-sulfenyl amides is described. These are prepared from the corresponding enantiopure amino allylsilanes which are in turn obtained from naturally occurring amino acids. The key step for introduction of the sulfur substituent is a diastereoselective electrophilic sulfodesilylation which is carried out with phthalimidesulfenyl chloride. The resulting homochiral beta-phthalimidesulfenyl amines with an allylic sulforated stereogenic center are useful building blocks, as they represent a starting point for subsequent functional manipulations.

  DOI：

  10.1021/jo2010878
• 作为产物：
  描述：

  methyltris(2-methylphenyl)-phosphonium bromide 在 正丁基锂 作用下， 反应 5.5h， 生成 trimethyl(4-phenyl-2-penten-1-yl)silane
  参考文献：
  名称：

  [2-(Trimethylsilyl)ethylidene]tris(2-methylphenyl)phosphorane, a modified seyferth-wittig reagent for the stereoselective syntheses of -allyltrimethylsilanes

  摘要：

  DOI：

  10.1016/s0040-4039(00)82241-8

文献信息

• A Convenient Synthesis of <i>Z</i>-Allylsilanes with Good Stereoselectivity Promoted by Samarium Diiodide
  作者：José Concellón、Humberto Rodríguez-Solla、Carmen Simal、Cecilia Gómez

  DOI：10.1055/s-2006-958436

  日期：2007.1

  Synthesis of Z-allylsilanes in high or good yields and with good stereoselectivity is achieved from O-acetylated 1-silyl-3-chloro alcohols promoted by SmI2. The starting compounds were easily prepared from 2-chloroaldehydes and a mechanism is proposed to explain the stereoselectivity of the β-elimination reaction.

  在 SmI2 的促进下，以 O-乙酰化的 1-硅基-3-氯醇为原料合成了 Z-烯丙基硅烷，收率高或良好，并具有良好的立体选择性。起始化合物很容易从 2-氯醛中制备出来，并提出了一种机制来解释δ-消除反应的立体选择性。
• Unusual reaction of 2-trimethylsilylethylidenetriarylphosphoranes (seyferth-wittig reagent) with α-methylaldehydes: a novel method for highly cram-diastereoselective addition of vinyl anion equivalent
  作者：Masamitsu Tsukamoto、Hideo Iio、Takashi Tokoroyama

  DOI：10.1016/s0040-4039(00)88933-9

  日期：1985.1
• [2-(Trimethylsilyl)ethylidene]tris(2-methylphenyl)phosphorane, a modified seyferth-wittig reagent for the stereoselective syntheses of -allyltrimethylsilanes
  作者：Hideo Iio、Masahiro Ishii、Masamitsu Tsukamoto、Takashi Tokoroyama

  DOI：10.1016/s0040-4039(00)82241-8

  日期：1988.1
• Synthesis of Enantiomerically Enriched Amino Sulfide Building Blocks from Acyclic Chiral Amino Allylsilanes
  作者：Gianna Reginato、Bernardo Pezzati、Andrea Ienco、Gabriele Manca、Andrea Rossin、Alessandro Mordini

  DOI：10.1021/jo2010878

  日期：2011.9.16

  An efficient synthesis of various protected syn-beta-sulfenyl amides is described. These are prepared from the corresponding enantiopure amino allylsilanes which are in turn obtained from naturally occurring amino acids. The key step for introduction of the sulfur substituent is a diastereoselective electrophilic sulfodesilylation which is carried out with phthalimidesulfenyl chloride. The resulting homochiral beta-phthalimidesulfenyl amines with an allylic sulforated stereogenic center are useful building blocks, as they represent a starting point for subsequent functional manipulations.