4,6-dimethoxy-5,5-dimethyl-7-(p-tolylthio)hept-1-ene | 359701-09-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4,6-dimethoxy-5,5-dimethyl-7-(p-tolylthio)hept-1-ene
• 英文别名: 1-(2,4-Dimethoxy-3,3-dimethylhept-6-enyl)sulfanyl-4-methylbenzene
• CAS: 359701-09-0
• 化学式: C₁₈H₂₈O₂S
• 分子量: 308.485
• InChiKey: ZNSSDQJTDAIXCF-UHFFFAOYSA-N

物化性质

• 沸点：
  395.9±42.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,6-dimethoxy-5,5-dimethyl-7-(p-tolylthio)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， 生成 (E)-6-methoxy-5,5-dimethyl-7-(p-tolylthio)hepta-1,3-diene
  参考文献：
  名称：

  Polyfunctional adducts assembled with the help of a one-pot sequence of three AdE reactions as synthetically useful intermediates. The course of the Lewis acid induced transformations of the 4,6-dialkoxy-7-arylthioheptene moiety

  摘要：

  Data on the selectivity of the Lewis acid induced transformations of the title adducts are presented and the routes leading to formation of products containing either cyclohexane or 1,3-dienes units are described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00696-7
• 作为产物：
  描述：

  (1R*,2R*,4S*)-2,4-dimethoxy-3,3-dimethyl-1-p-tolylthiophanium hexafluoroantimonate 、 烯丙基三甲基硅烷 在 lithium perchlorate 作用下， 以 硝基甲烷 为溶剂， 以52%的产率得到4,6-dimethoxy-5,5-dimethyl-7-(p-tolylthio)hept-1-ene
  参考文献：
  名称：

  Structure and reactivity of thiophanium salts, the elusive intermediates in ArS+-mediated one-pot sequence of three AdE reactions

  摘要：

  The structure of the previously postulated cationoid intermediate, presumably formed in ArS+-mediated coupling of two vinyl ether units, was firmly established as (1R*,2R*,4S*)-2,4-dimethoxy-3,3-dimethyl-1-p-tolylthiophanium salt and its reactivity was elucidated (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01973-x

文献信息

• Four-component couplingvia a sequence of threeAd E reactions involving arenesulfenyl chloride, two alkyl vinyl ether units, and silicon-containing π-donors as a method for the synthesis of polyfunctional compounds
  作者：M. I. Lazareva、Yu. K. Kryschenko、A. D. Dilman、A. Hayford、R. Caple、W. A. Smit

  DOI：10.1007/bf02498158

  日期：1998.5

  A protocol for the synthesis of polyfunctional compounds by a Lewis acid initiated tandem sequence of threeAdE reactions of sulfur-containing electrophiles with two alkyl vinyl ether units and silicon containing π-donors is proposed.

  提出了一种通过路易斯酸引发的含硫亲电试剂与两个烷基乙烯基醚单元和含 π 供体的硅的三 AdE 反应的串联序列合成多功能化合物的协议。
• 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.
• Chekmarev; Maskaev; Zatonsky, Mendeleev Communications, 2001, vol. 11, # 5, p. 176 - 178
  作者：Chekmarev、Maskaev、Zatonsky、Lazareva、Caple、Smit

  DOI：——

  日期：——
• 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.