3',4',7-Trimethoxy-isoflavan | 4278-54-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 3',4',7-Trimethoxy-isoflavan
• 英文别名: 3-(3,4-dimethoxy-phenyl)-7-methoxy-chroman
• CAS: 4278-54-0
• 化学式: C₁₈H₂₀O₄
• 分子量: 300.354
• InChiKey: FJHXYLXVBGJTJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3',4',7-Trimethoxy-isoflavan 在 吡啶盐酸盐 作用下， 以65%的产率得到(+/-)-3'-Hydroxy-Equol
  参考文献：
  名称：

  o-Quinone methide based approach to isoflavans: application to the total syntheses of equol, 3′-hydroxyequol and vestitol

  摘要：

  A concise strategy is developed for the synthesis of isoflavans employing a Diels-Alder reaction between o-quinone methides and aryl-substituted enol ethers followed by reductive cleavage of the acetal group. The method is extended towards the total syntheses of equol, 3'-hydroxyequol and vestitol. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.003
• 作为产物：
  描述：

  在 三乙基硅烷 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到3',4',7-Trimethoxy-isoflavan
  参考文献：
  名称：

  o-Quinone methide based approach to isoflavans: application to the total syntheses of equol, 3′-hydroxyequol and vestitol

  摘要：

  A concise strategy is developed for the synthesis of isoflavans employing a Diels-Alder reaction between o-quinone methides and aryl-substituted enol ethers followed by reductive cleavage of the acetal group. The method is extended towards the total syntheses of equol, 3'-hydroxyequol and vestitol. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.003

文献信息

• o-Quinone methide based approach to isoflavans: application to the total syntheses of equol, 3′-hydroxyequol and vestitol
  作者：Santosh J. Gharpure、A.M. Sathiyanarayanan、Prasad Jonnalagadda

  DOI：10.1016/j.tetlet.2008.03.003

  日期：2008.4

  A concise strategy is developed for the synthesis of isoflavans employing a Diels-Alder reaction between o-quinone methides and aryl-substituted enol ethers followed by reductive cleavage of the acetal group. The method is extended towards the total syntheses of equol, 3'-hydroxyequol and vestitol. (C) 2008 Elsevier Ltd. All rights reserved.