(2S,4aR,8R,8aR)-4a,5,8,8a-tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-4,4,7-trimethyl-4H-1,3-benzodioxin-8-ol | 1292847-79-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (2S,4aR,8R,8aR)-4a,5,8,8a-tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-4,4,7-trimethyl-4H-1,3-benzodioxin-8-ol
• CAS: 1292847-79-0
• 化学式: C₁₈H₂₄O₅
• 分子量: 320.386
• InChiKey: VNUAGSLXAJAELH-YYQUZTFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  68.15
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  香草醛 、 (1R,2R,4S,5R,6S)-2,7,7-trimethyl-3-oxatricyclo[4.1.1.0^4.2]octan-5-ol 在 二氧化碳 作用下， 以 异丙醇 为溶剂， 220.0 ℃ 、18.24 MPa 条件下， 生成 (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol 、 (S)-2-hydroxy-1-(2,2,3-trimethylcyclopent-3-enyl)ethanone 、 2-(2,2-dimethylcyclopent-3-enyl)-2-hydroxypropanal 、 (2S,4aR,8R,8aR)-4a,5,8,8a-tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-4,4,7-trimethyl-4H-1,3-benzodioxin-8-ol
  参考文献：
  名称：

  Transformations of several monoterpenoids in the presence of aldehydes in supercritical solvents

  摘要：

  The reactivity of verbenol epoxide and isopulegol in supercritical solvents in the presence of aromatic aldehydes was studied using a flow type reactor and a heterogeneous catalyst (Al2O3) or no catalyst. The intramolecular transformations or interactions of reagents with the solvent prevailed in all cases; the yield of the products of intermolecular reactions of terpenoids with aldehydes was up to 1%. The aldehydes did not interact with verbenol epoxide but produced a considerable effect on the distribution of its isomerization products.

  DOI：

  10.1134/s0036024413030023

文献信息

• Reactions of Verbenol Epoxide with Aromatic Aldehydes Containing Hydroxy or Methoxy Groups in the Presence of Montmorillonite Clay
  作者：Irina V. Il'ina、Konstantin P. Volcho、Oksana S. Mikhalchenko、Dina V. Korchagina、Nariman F. Salakhutdinov

  DOI：10.1002/hlca.201000269

  日期：2011.3

  The reactions of (−)‐cis‐verbenol epoxide with a number of aromatic aldehydes containing OH and/or MeO groups in the presence of montmorillonite K10 clay have been studied. Several new O‐containing heterocyclic compounds with different frameworks, including compounds with a previously unknown octahydro‐2H‐4,6‐(epoxymethano)chromene framework, have been synthesized. Introduction of one donor substituent

  研究了在蒙脱土K10粘土存在下（-）-顺式-邻苯二酚-环氧化合物与许多含有OH和/或MeO基团的芳族醛的反应。已经合成了几种具有不同骨架的新的含O杂环化合物，包括具有未知的八氢-2 H - 4,6-（环氧亚甲基）色烯骨架的化合物。在苯甲醛分子中引入一个供体取代基导致分子间副产物的总产率降低，而引入两个或更多个取代基导致这些产物的产率提高。