5,7-dihydroxy-6,8-dimethylchroman-4-one | 24203-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5,7-dihydroxy-6,8-dimethylchroman-4-one
• 英文别名: Dihydroleptorumol；5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one
• CAS: 24203-62-1
• 化学式: C₁₁H₁₂O₄
• 分子量: 208.214
• InChiKey: YIPZJSJWMBAIJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.76
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5,7-dihydroxy-6,8-dimethylchroman-4-one 、 胡椒醛 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以61%的产率得到dehydromethylophiopogonanone A
  参考文献：
  名称：

  Synthesis of Methylophiopogonanone A

  摘要：

  Ophiopogon Root (root of Ophiopogon japonicus Ker-Gawler, Liliaceae) is a crude drug used as expectorant, anti-cough and tonic in Kampo medicine (traditional Japanese medicine) as well as other traditional medicines of Asian countries. It contains characteristic homoisoflavonoids with methylated ring A. We synthesized methylophiopogonanone A (1), which is a candidate marker compound for identification test of Ophiopogon Root, from phloroglucinol in 9 steps with overall yield of 11.1%.

  DOI：

  10.3987/com-20-14231
• 作为产物：
  描述：

  2-hydroxy-4,6-dimethoxy-3,5-dimethylacetophenone 在 aluminum (III) chloride 、 palladium 10% on activated carbon 、 氢气 、 sodium hydride 作用下， 以 甲醇 、 丙酮 、 mineral oil 、 苯 为溶剂， 反应 7.83h， 生成 5,7-dihydroxy-6,8-dimethylchroman-4-one
  参考文献：
  名称：

  Synthesis of Methylophiopogonanone A

  摘要：

  Ophiopogon Root (root of Ophiopogon japonicus Ker-Gawler, Liliaceae) is a crude drug used as expectorant, anti-cough and tonic in Kampo medicine (traditional Japanese medicine) as well as other traditional medicines of Asian countries. It contains characteristic homoisoflavonoids with methylated ring A. We synthesized methylophiopogonanone A (1), which is a candidate marker compound for identification test of Ophiopogon Root, from phloroglucinol in 9 steps with overall yield of 11.1%.

  DOI：

  10.3987/com-20-14231