cis-2,3-dihydroxy-2,3-dihydro-4,9-dimethoxy-7-methyl-5H-furo<3,2-g>benzopyran-5-one | 102830-25-1

• 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: cis-2,3-dihydroxy-2,3-dihydro-4,9-dimethoxy-7-methyl-5H-furo<3,2-g>benzopyran-5-one
• 英文别名: cis-2,3-dihydroxy-2,3-dihydro-4,9-dimethoxy-7-methyl-5H-furo[3,2-g]benzopyran-5-one
• CAS: 102830-25-1
• 化学式: C₁₄H₁₄O₇
• 分子量: 294.261
• InChiKey: IFRVZXMQLPVEKD-LKFCYVNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  98.36
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  cis-2,3-dihydroxy-2,3-dihydro-4,9-dimethoxy-7-methyl-5H-furo<3,2-g>benzopyran-5-one 在 sodium periodate 、 sodium methylate 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 水 、 丙酮 为溶剂， 反应 17.93h， 生成 2-benzoyl-4,9-dimethoxy-7-methyl-5H-furo<3,2-g><1>benzopyran-5-one
  参考文献：
  名称：

  Oxymetallation of khellin. Solvomercuration, osmylation, and palladium-catalyzed oxidation of the furan ring in khellin. The synthesis of highly oxygenated chromones and 2-substituted furochromones

  摘要：

  DOI：

  10.1021/jo00366a007
• 作为产物：
  描述：

  凯林 在 mercury(II) nitrate 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 1.5h， 以16.24 g的产率得到cis-2,3-dihydroxy-2,3-dihydro-4,9-dimethoxy-7-methyl-5H-furo<3,2-g>benzopyran-5-one
  参考文献：
  名称：

  Oxymetallation of khellin. Solvomercuration, osmylation, and palladium-catalyzed oxidation of the furan ring in khellin. The synthesis of highly oxygenated chromones and 2-substituted furochromones

  摘要：

  DOI：

  10.1021/jo00366a007

文献信息

• UV-A photolysis of khellin: products and reaction mechanism
  作者：Sergio Caffieri、Donata Favretto

  DOI：10.1021/jo00077a026

  日期：1993.12

  Photolysis at 365 nm of khellin in various solvents was studied: the degradation rate strongly depends on solvent but not on polarity, since it is related to the singlet oxygen lifetime in each solvent. Eight products were isolated and characterized, some of which had previously been described as coming from chemical oxidation of khellin. Both facts support an oxic pathway for photolysis involving singlet oxygen and leading to unstable intermediates. These are rapidly decomposed by nucleophiles, suggesting possible interference-if they are also formed in vivo-with physiological processes during photochemotherapeutic treatment with khellin.
• Oxymetallation of khellin. Solvomercuration, osmylation, and palladium-catalyzed oxidation of the furan ring in khellin. The synthesis of highly oxygenated chromones and 2-substituted furochromones
  作者：Ronald B. Gammill、Sharon A. Nash

  DOI：10.1021/jo00366a007

  日期：1986.8