2-methyl-4,6-dimethoxy-7-(p-methylphenylthio)hept-1-ene

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-methyl-4,6-dimethoxy-7-(p-methylphenylthio)hept-1-ene
• 英文别名: 2-methyl-4,6-dimethoxy-7-(p-tolylthio)heptene-1；4,6-dimethoxy-2-methyl-7-(p-tolylsulfanyl)heptene；4,6-dimethoxy-2-methyl-7-(p-tolylthio)hept-1-ene；1-(2,4-dimethoxy-6-methylhept-6-enyl)sulfanyl-4-methylbenzene
• 化学式: C₁₇H₂₆O₂S
• 分子量: 294.458
• InChiKey: VEQRSEAJJUKCSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  20.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-methyl-4,6-dimethoxy-7-(p-methylphenylthio)hept-1-ene 在 三氟甲磺酸三甲基硅酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (E)-2-methyl-6-methoxy-7-(p-tolylthio)hepta-2,4-diene 、 (E)-2-methyl-6-methoxy-7-(p-tolylthio)hepta-1,3-diene
  参考文献：
  名称：

  Polyfunctional Compounds Containing the 4,6-Dialkoxy-7-arylthioheptene Moiety as Synthetically Useful Intermediates. The Course of Lewis Acid-Induced Transformations

  摘要：

  Data on the selectivity of the Lewis acids induced transformations of the title compounds are presented, and the routes leading to formation of products containing either cyclohexane or 1,3-diene units are described.

  DOI：

  10.1021/jo0261202
• 作为产物：
  描述：

  乙烯基甲醚 、 异丁烯基三甲基硅烷 、 1-methoxy-2-(p-tolylthio)ethyl chloride 在 氯化二乙基铝 作用下， 以 二氯甲烷 为溶剂， 反应 3.25h， 生成 2-methyl-4,6-dimethoxy-7-(p-methylphenylthio)hept-1-ene
  参考文献：
  名称：

  Chekmarev; Maskaev; Zatonsky, Mendeleev Communications, 2001, vol. 11, # 5, p. 176 - 178

  摘要：

  DOI：

文献信息

• Smoliakova, Irina P.; Caple, Ron; Magnuson, Vincent R., Journal of the Chemical Society. Perkin transactions I, 1995, # 8, p. 1065 - 1070
  作者：Smoliakova, Irina P.、Caple, Ron、Magnuson, Vincent R.、Polyakov, Valery R.、Smit, William A.、et al.

  DOI：——

  日期：——
• Reaction sequence arylsulfenyl chloride + alkoxyalkene-I + alkoxyalkene-II + allylmagnesium or boron derivatives as a new method for the controlled synthesis of polyfunctional derivatives
  作者：I. P. Smolyakova、V. A. Smit、Yu. N. Bubnov、A. S. Shashkov

  DOI：10.1007/bf00961360

  日期：1991.5

  A new method is proposed for the controlled synthesis of polyfunctional compounds with formation of two new carbon-carbon bonds; the method is based on the following reaction sequence, which can be carried out in a single flask: addition of ArSCl to vinyl ether I, reaction of the resultant adduct with vinyl ether II in the presence of Lewis acid to form a cationic complex, and treatment of the latter with allyl derivatives of boron or magnesium.
• Arylsulfenyl chloride mediated coupling of three nucleophilic fragments with the formation of two c bonds
  作者：I.P. Smoliakova、W.A. Smit、B. Osinov

  DOI：10.1016/s0040-4039(00)78795-8

  日期：1991.6

  The sequence of reactions ArSCl + vinyl ether-I + vinyl ether-II + organomagnesium reagents has been developed as a convergent protocol for assembling polyfunctional compounds from simple precursors.
• SMOLYAKOVA, I. P.;SMIT, V. A.;BUBNOV, YU. N.;SHASHKOV, A. S., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1100-1107
  作者：SMOLYAKOVA, I. P.、SMIT, V. A.、BUBNOV, YU. N.、SHASHKOV, A. S.

  DOI：——

  日期：——
• Polyfunctional Compounds Containing the 4,6-Dialkoxy-7-arylthioheptene Moiety as Synthetically Useful Intermediates. The Course of Lewis Acid-Induced Transformations
  作者：Dmitriy S. Chekmarev、Margarita I. Lazareva、Georgy V. Zatonsky、Andrei V. Maskaev、Ron Caple、William Smit

  DOI：10.1021/jo0261202

  日期：2002.11.1

  Data on the selectivity of the Lewis acids induced transformations of the title compounds are presented, and the routes leading to formation of products containing either cyclohexane or 1,3-diene units are described.