6-methylhept-5-en-2-yl trimethylsilyl ether | 84569-39-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 6-methylhept-5-en-2-yl trimethylsilyl ether
• 英文别名: trimethyl(6-methylhept-5-en-2-yloxy)silane
• CAS: 84569-39-1
• 化学式: C₁₁H₂₄OSi
• 分子量: 200.396
• InChiKey: DWANLEYQRAHEPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  13.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  6-methylhept-5-en-2-yl trimethylsilyl ether 在 chromium(VI) oxide 、 正丁基锂 、 硫酸 作用下， 反应 19.5h， 生成 trans-3-ethynyl-1,1-dimethyl-2-(3'-oxobutyl)cyclopropane
  参考文献：
  名称：

  Detection, synthesis and absolute configuration of (+)-nortaylorione, a new terpene from Artemisia annua

  摘要：

  Nortaylorione a new nor-sesquiterpene, was identified among minor components of Artemisia annua (hybrid plants) essential oil. Its relative and absolute configurations were determined by GC and GC/MS equipped with a chiral column and coinjecting the essential oil with synthetic standards (racemic and homochiral), obtained in a few steps from commercial reagents. Pauson-Khand reaction was used as the key reaction in both synthetic pathways. The new natural product, named (+)-nortaylorione, is the (1'S)-cis-2-[2',2'-dimethyI-3'-(3 ''-butanon-l ''-yl)-cyclopropyl]2-cyclopenten-1-one. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00169-9
• 作为产物：
  描述：

  三甲基氯硅烷 、 6-甲基-5-庚烯-2-酮 在 2-甲基-2-丁醇 、 sodium hydride 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以95%的产率得到6-methylhept-5-en-2-yl trimethylsilyl ether
  参考文献：
  名称：

  Activation of Reducing Agents: Sodium Hydride-Containing Complex Reducing Agents; XVII¹. A Very Efficient, One-Pot Reductive Silylation of Saturated or Unsaturated Ketones and Aldehydes

  摘要：

  DOI：

  10.1055/s-1982-29912

文献信息

• BRUNET, J. -J.;BESOZZI, D.;CAUBERE, P., SYNTHESIS, RD, 1982, N 9, 721-723
  作者：BRUNET, J. -J.、BESOZZI, D.、CAUBERE, P.

  DOI：——

  日期：——
• Activation of Reducing Agents: Sodium Hydride-Containing Complex Reducing Agents; XVII¹. A Very Efficient, One-Pot Reductive Silylation of Saturated or Unsaturated Ketones and Aldehydes
  作者：Jean-Jacques Brunet、Denis Besozzi、Paul Caubère

  DOI：10.1055/s-1982-29912

  日期：——
• Detection, synthesis and absolute configuration of (+)-nortaylorione, a new terpene from Artemisia annua
  作者：C.M de Oliveira、V.L Ferracini、M.A Foglio、A de Meijere、A.J Marsaioli

  DOI：10.1016/s0957-4166(97)00169-9

  日期：1997.6

  Nortaylorione a new nor-sesquiterpene, was identified among minor components of Artemisia annua (hybrid plants) essential oil. Its relative and absolute configurations were determined by GC and GC/MS equipped with a chiral column and coinjecting the essential oil with synthetic standards (racemic and homochiral), obtained in a few steps from commercial reagents. Pauson-Khand reaction was used as the key reaction in both synthetic pathways. The new natural product, named (+)-nortaylorione, is the (1'S)-cis-2-[2',2'-dimethyI-3'-(3 ''-butanon-l ''-yl)-cyclopropyl]2-cyclopenten-1-one. (C) 1997 Elsevier Science Ltd.