phenyl(2,4,6-trihydroxy-3,5-diisopentylphenyl)methanone | 1570099-00-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: phenyl(2,4,6-trihydroxy-3,5-diisopentylphenyl)methanone
• CAS: 1570099-00-1
• 化学式: C₂₃H₃₀O₄
• 分子量: 370.489
• InChiKey: KUYMYXWNVHWVES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  77.76
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-碘-2-甲基丁-1-烯 、 phenyl(2,4,6-trihydroxy-3,5-diisopentylphenyl)methanone 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.08h， 以37%的产率得到2-benzoyl-3,5-dihydroxy-4,6-diisopentyl-4-(3-methylbut-3-en-1-yl)cyclohexa-2,5-dien-1-one
  参考文献：
  名称：

  Biomimetic Total Synthesis of (±)-Doitunggarcinone A and (+)-Garcibracteatone

  摘要：

  A full account of our oxidative radical cyclization approach to the synthesis of garcibracteatone and doitunggarcinone A is presented. This includes the first enantioselective synthesis of garcibracteatone, which allowed the absolute configuration of the natural compound to be determined. The first synthesis of doitunggarcinone A is also described, which confirms our reassignment of the relative configuration of this molecule. Novel syntheses of monoterpene fragments used to construct the target molecules are also reported.

  DOI：

  10.1021/jo500027k
• 作为产物：
  描述：

  clusiaphenone B 在 palladium on activated charcoal 、 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以79%的产率得到phenyl(2,4,6-trihydroxy-3,5-diisopentylphenyl)methanone
  参考文献：
  名称：

  Biomimetic Total Synthesis of (±)-Doitunggarcinone A and (+)-Garcibracteatone

  摘要：

  A full account of our oxidative radical cyclization approach to the synthesis of garcibracteatone and doitunggarcinone A is presented. This includes the first enantioselective synthesis of garcibracteatone, which allowed the absolute configuration of the natural compound to be determined. The first synthesis of doitunggarcinone A is also described, which confirms our reassignment of the relative configuration of this molecule. Novel syntheses of monoterpene fragments used to construct the target molecules are also reported.

  DOI：

  10.1021/jo500027k