1,4,4a,9a-tetrahydro-6,7-dimethoxy-2,3-dimethylfluoren-9-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1,4,4a,9a-tetrahydro-6,7-dimethoxy-2,3-dimethylfluoren-9-one
• 英文别名: (4aR,9aS)-6,7-dimethoxy-2,3-dimethyl-1,4,4a,9a-tetrahydrofluoren-9-one
• 化学式: C₁₇H₂₀O₃
• 分子量: 272.344
• InChiKey: UGSIUWNMYLPKLB-AAEUAGOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯甲醛 以 水 、 1,2-二氯乙烷 为溶剂， 反应 16.5h， 生成 1,4,4a,9a-tetrahydro-6,7-dimethoxy-2,3-dimethylfluoren-9-one
  参考文献：
  名称：

  Modular Synthesis of Tetrahydrofluorenones from 5-Alkylidene Meldrum's Acids

  摘要：

  The one-pot synthesis of tetrahydrofluorenones, the core 6-5-6 tricyclic structural motif found in norditerpenoid natural products, from alkylidene Meldrum's acids via thermal Diels-Alder/BF3 center dot OEt2-catalyzed Friedel-Crafts acylation reactions is described. A series of tetrahydrofluorenones was assembled in good yields, and the Diels-Alder/Friedel-Crafts acylation protocol allowed modification of the substitution within the rings.

  DOI：

  10.1021/jo0618876

文献信息

• Modular Synthesis of Tetrahydrofluorenones from 5-Alkylidene Meldrum's Acids
  作者：Eric Fillion、Aaron M. Dumas、Sylvia A. Hogg

  DOI：10.1021/jo0618876

  日期：2006.12.1

  The one-pot synthesis of tetrahydrofluorenones, the core 6-5-6 tricyclic structural motif found in norditerpenoid natural products, from alkylidene Meldrum's acids via thermal Diels-Alder/BF3 center dot OEt2-catalyzed Friedel-Crafts acylation reactions is described. A series of tetrahydrofluorenones was assembled in good yields, and the Diels-Alder/Friedel-Crafts acylation protocol allowed modification of the substitution within the rings.