(E)-4-Hydroxy-3-methyl-4-(4-methylfuran-3-yl)-2-(3-pentenyl)-2-cyclobuten-1-one | 156266-56-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-4-Hydroxy-3-methyl-4-(4-methylfuran-3-yl)-2-(3-pentenyl)-2-cyclobuten-1-one
• 英文别名: 4-hydroxy-3-methyl-4-(4-methylfuran-3-yl)-2-[(E)-pent-3-enyl]cyclobut-2-en-1-one
• CAS: 156266-56-7
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: KSCIYPGOBKXTFW-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-Hydroxy-3-methyl-4-(4-methylfuran-3-yl)-2-(3-pentenyl)-2-cyclobuten-1-one 以 甲苯 为溶剂， 反应 0.25h， 生成 3,5-Dimethyl-6-((E)-pent-3-enyl)-benzofuran-4,7-diol
  参考文献：
  名称：

  Synthetic Utility of Alkenylcyclobutenedione Monoketals. Michael Additions and the Synthesis of a Natural Benzofuranosesquiterpenequinone

  摘要：

  A new synthetic route to highly substituted cyclobutenones is reported. This involves the 1,6-addition of both heteroatom- and carbon-based nucleophiles to 4,4-dimethoxy-3-ethenyl-2-methylcyclobuten-1-one (8) to give further functionalized cyclobutenedione monoketals. These ketals function as precursors to quinones as illustrated by the synthesis of the natural benzofuranosesquiterpene 23.

  DOI：

  10.1021/jo00091a013
• 作为产物：
  描述：

  (E)-4,4-Dimethoxy-2-methyl-3-(3-pentenyl)-2-cyclobuten-1-one 生成 3-[(E)-1-deuteriopent-3-enyl]-4,4-dimethoxy-2-methylcyclobut-2-en-1-one 、 (E)-4-Hydroxy-3-methyl-4-(4-methylfuran-3-yl)-2-(3-pentenyl)-2-cyclobuten-1-one
  参考文献：
  名称：

  Synthetic Utility of Alkenylcyclobutenedione Monoketals. Michael Additions and the Synthesis of a Natural Benzofuranosesquiterpenequinone

  摘要：

  A new synthetic route to highly substituted cyclobutenones is reported. This involves the 1,6-addition of both heteroatom- and carbon-based nucleophiles to 4,4-dimethoxy-3-ethenyl-2-methylcyclobuten-1-one (8) to give further functionalized cyclobutenedione monoketals. These ketals function as precursors to quinones as illustrated by the synthesis of the natural benzofuranosesquiterpene 23.

  DOI：

  10.1021/jo00091a013

文献信息

• Synthetic Utility of Alkenylcyclobutenedione Monoketals. Michael Additions and the Synthesis of a Natural Benzofuranosesquiterpenequinone
  作者：Hui Liu、Leah M. Gayo、Robert W. Sullivan、Angela Y. H. Choi、Harold W. Moore

  DOI：10.1021/jo00091a013

  日期：1994.6

  A new synthetic route to highly substituted cyclobutenones is reported. This involves the 1,6-addition of both heteroatom- and carbon-based nucleophiles to 4,4-dimethoxy-3-ethenyl-2-methylcyclobuten-1-one (8) to give further functionalized cyclobutenedione monoketals. These ketals function as precursors to quinones as illustrated by the synthesis of the natural benzofuranosesquiterpene 23.