hyperguinone B

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: hyperguinone B
• 英文别名: (±)-hyperguinone B；5-hydroxy-2,2,8-trimethyl-8-(3-methylbut-2-enyl)-6-(2-methylpropanoyl)chromen-7-one
• 化学式: C₂₁H₂₈O₄
• 分子量: 344.451
• InChiKey: IRGGCBUAOOSPAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,5-Dihydroxy-6-methyl-4,6-bis(3-methylbut-2-enyl)-2-(2-methylpropanoyl)cyclohexa-2,4-dien-1-one 在 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到hyperguinone B
  参考文献：
  名称：

  Biomimetic Synthesis of Polycyclic Polyprenylated Acylphloroglucinol Natural Products Isolated from Hypericum papuanum

  摘要：

  Biomimetic syntheses of three polycylic polyprenylated acylphloroglucinol natural products isolated from Hypericum papuanum, ialibinone A, ialibinone B, and hyperguinone B, have been accomplished by selective oxidative cyclizations of the proposed biosynthetic precursor 5, which was synthesized from phloroglucinol in three steps.

  DOI：

  10.1021/ol101380a

文献信息

• Biomimetic Synthesis of Polycyclic Polyprenylated Acylphloroglucinol Natural Products Isolated from <i>Hypericum papuanum</i>
  作者：Jonathan H. George、Micha D. Hesse、Jack E. Baldwin、Robert M. Adlington

  DOI：10.1021/ol101380a

  日期：2010.8.6

  Biomimetic syntheses of three polycylic polyprenylated acylphloroglucinol natural products isolated from Hypericum papuanum, ialibinone A, ialibinone B, and hyperguinone B, have been accomplished by selective oxidative cyclizations of the proposed biosynthetic precursor 5, which was synthesized from phloroglucinol in three steps.