trans-2-(3'-methoxy-2',5'-dimethylhex-5'-en-2'-yl)-3-(p-tolylthio)tetrahydropyran | 134903-65-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: trans-2-(3'-methoxy-2',5'-dimethylhex-5'-en-2'-yl)-3-(p-tolylthio)tetrahydropyran
• 英文别名: (2S,3R)-2-(3-methoxy-2,5-dimethylhex-5-en-2-yl)-3-(4-methylphenyl)sulfanyloxane
• CAS: 134903-65-4；134903-66-5
• 化学式: C₂₁H₃₂O₂S
• 分子量: 348.55
• InChiKey: ALTPILWPCPJOTH-YSSMNDQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  trans-2-(3'-methoxy-2',5'-dimethylhex-5'-en-2'-yl)-3-(p-tolylthio)tetrahydropyran 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 7.0h， 以29%的产率得到trans-2-((E)-2',5'-dimethylhexa-3',5'-dien-2'-yl)-3-(p-tolylthio)tetrahydropyran
  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：

  4-甲基苯硫氯 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 生成 trans-2-(3'-methoxy-2',5'-dimethylhex-5'-en-2'-yl)-3-(p-tolylthio)tetrahydropyran
  参考文献：
  名称：

  Arylsulfenyl chloride mediated coupling of three nucleophilic fragments with the formation of two c bonds

  摘要：

  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.

  DOI：

  10.1016/s0040-4039(00)78795-8

文献信息

• 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.
• 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.