Qjcfocitelfvgj-uhfffaoysa- | 846576-44-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: Qjcfocitelfvgj-uhfffaoysa-
• 英文别名: 10-hydroxy-5-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-f]chromen-2-one
• CAS: 846576-44-1
• 化学式: C₁₅H₁₆O₅
• 分子量: 276.289
• InChiKey: QJCFOCITELFVGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Qjcfocitelfvgj-uhfffaoysa- 、 乙酸酐 在 吡啶 作用下， 以92%的产率得到Cppzrvrrzjacsl-uhfffaoysa-
  参考文献：
  名称：

  Natural and Synthetic 2,2-Dimethylpyranocoumarins with Antibacterial Activity

  摘要：

  A new efficient synthetic approach to the natural coumarins 5-hydroxyseselin (5), 5-methoxyseselin (3), and (+/-) cis-grandmarin (9) is described as well as the synthesis of some new derivatives in the 5-methoxyseselin series (10-15). The natural coumarins 7-hydroxyalloxanthyletin (6), alloxanthoxyletin (8), and dipetalolactone (7) have also been obtained as secondary products. The type of fusion of the pyrano ring in all cases has been established by 2D NMR spectroscopy. The compounds have been studied for their in vitro antibacterial activity, which has been compared with that of some previously synthesized seselin derivatives. The most active compounds were 3, 7, 8, 11, and 14. Some structure-activity relationships are discussed.

  DOI：

  10.1021/np0497447
• 作为产物：
  描述：

  5-羟基邪蒿内酯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 三正丁基氢锡 、 potassium carbonate 作用下， 以 四氢呋喃 、 丙酮 、 甲苯 为溶剂， 反应 2.0h， 生成 Qjcfocitelfvgj-uhfffaoysa-
  参考文献：
  名称：

  Natural and Synthetic 2,2-Dimethylpyranocoumarins with Antibacterial Activity

  摘要：

  A new efficient synthetic approach to the natural coumarins 5-hydroxyseselin (5), 5-methoxyseselin (3), and (+/-) cis-grandmarin (9) is described as well as the synthesis of some new derivatives in the 5-methoxyseselin series (10-15). The natural coumarins 7-hydroxyalloxanthyletin (6), alloxanthoxyletin (8), and dipetalolactone (7) have also been obtained as secondary products. The type of fusion of the pyrano ring in all cases has been established by 2D NMR spectroscopy. The compounds have been studied for their in vitro antibacterial activity, which has been compared with that of some previously synthesized seselin derivatives. The most active compounds were 3, 7, 8, 11, and 14. Some structure-activity relationships are discussed.

  DOI：

  10.1021/np0497447

文献信息

• Natural and Synthetic 2,2-Dimethylpyranocoumarins with Antibacterial Activity
  作者：Eleni Melliou、Prokopios Magiatis、Sofia Mitaku、Alexios-Leandros Skaltsounis、Efrosini Chinou、Ioanna Chinou

  DOI：10.1021/np0497447

  日期：2005.1.1

  A new efficient synthetic approach to the natural coumarins 5-hydroxyseselin (5), 5-methoxyseselin (3), and (+/-) cis-grandmarin (9) is described as well as the synthesis of some new derivatives in the 5-methoxyseselin series (10-15). The natural coumarins 7-hydroxyalloxanthyletin (6), alloxanthoxyletin (8), and dipetalolactone (7) have also been obtained as secondary products. The type of fusion of the pyrano ring in all cases has been established by 2D NMR spectroscopy. The compounds have been studied for their in vitro antibacterial activity, which has been compared with that of some previously synthesized seselin derivatives. The most active compounds were 3, 7, 8, 11, and 14. Some structure-activity relationships are discussed.

表征谱图