7-(2,3-dimethoxy-4-methylphenyl)-6,7,7-trimethyl-1,4-dithiaspiro[4.4]nonane | 913300-20-6

• 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: 7-(2,3-dimethoxy-4-methylphenyl)-6,7,7-trimethyl-1,4-dithiaspiro[4.4]nonane
• 英文别名: 8-(2,3-Dimethoxy-4-methylphenyl)-8,9,9-trimethyl-1,4-dithiaspiro[4.4]nonane
• CAS: 913300-20-6
• 化学式: C₁₉H₂₈O₂S₂
• 分子量: 352.562
• InChiKey: UXYIUQYLMUOZES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-(2,3-dimethoxy-4-methylphenyl)-6,7,7-trimethyl-1,4-dithiaspiro[4.4]nonane 在 镍 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以100%的产率得到6-methyl-3-(1,2,2-trimethylcyclopentyl)benzene-1,2-diol dimethyl ester
  参考文献：
  名称：

  Structure revision of HM-3, an aromatic sesquiterpene isolated from the phytopathogenic fungus Helicobasidium mompa. First total syntheses of HM-3 and HM-4

  摘要：

  The first total syntheses of HM-3 and HM-4 aromatic sesquiterpenes isolated from the phytopathogenic fungus Helicobasidium mompa, have been accomplished. The structure assigned to the sesquiterpene HM-3 was found to be incorrect by total synthesis. A Claisen rearrangement-RCM reaction based strategy was employed for the total synthesis of the aromatic sesquiterpene HM-4 (cuparene-1,2-diol), which on selective monoacetylation established the structure of HM-3, a cuparene derivative. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.062
• 作为产物：
  描述：

  4-(2,3-dimethoxy-4-methylphenyl)-4,5,5-trimethylcyclopent-2-enone 在 palladium on activated charcoal 氢气 、 碘 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 7-(2,3-dimethoxy-4-methylphenyl)-6,7,7-trimethyl-1,4-dithiaspiro[4.4]nonane
  参考文献：
  名称：

  Structure revision of HM-3, an aromatic sesquiterpene isolated from the phytopathogenic fungus Helicobasidium mompa. First total syntheses of HM-3 and HM-4

  摘要：

  The first total syntheses of HM-3 and HM-4 aromatic sesquiterpenes isolated from the phytopathogenic fungus Helicobasidium mompa, have been accomplished. The structure assigned to the sesquiterpene HM-3 was found to be incorrect by total synthesis. A Claisen rearrangement-RCM reaction based strategy was employed for the total synthesis of the aromatic sesquiterpene HM-4 (cuparene-1,2-diol), which on selective monoacetylation established the structure of HM-3, a cuparene derivative. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.062

文献信息

• Structure revision of HM-3, an aromatic sesquiterpene isolated from the phytopathogenic fungus Helicobasidium mompa. First total syntheses of HM-3 and HM-4
  作者：A. Srikrishna、P.C. Ravikumar

  DOI：10.1016/j.tet.2006.07.062

  日期：2006.10

  The first total syntheses of HM-3 and HM-4 aromatic sesquiterpenes isolated from the phytopathogenic fungus Helicobasidium mompa, have been accomplished. The structure assigned to the sesquiterpene HM-3 was found to be incorrect by total synthesis. A Claisen rearrangement-RCM reaction based strategy was employed for the total synthesis of the aromatic sesquiterpene HM-4 (cuparene-1,2-diol), which on selective monoacetylation established the structure of HM-3, a cuparene derivative. (c) 2006 Elsevier Ltd. All rights reserved.