1-[1-(4-oxo-4H-1-benzopyran-3-yl)meth-(Z)-ylidene]-3-[(Z)-pentylimino]-1,3-dihydrofuro[3,4-b][1]benzopyran-9-one | 1414848-21-7

• 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: 1-[1-(4-oxo-4H-1-benzopyran-3-yl)meth-(Z)-ylidene]-3-[(Z)-pentylimino]-1,3-dihydrofuro[3,4-b][1]benzopyran-9-one
• 英文别名: (1Z,3Z)-1-[(4-oxo-4H-chromen-3-yl)methylene]-3-(pentylimino)-1H-furo[3,4-b]chromen-9(3H)-one
• CAS: 1414848-21-7
• 化学式: C₂₆H₂₁NO₅
• 分子量: 427.456
• InChiKey: QAEVTZXGZIUDBZ-PZXAXVQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.36
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  82.01
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-[1-(4-oxo-4H-1-benzopyran-3-yl)meth-(Z)-ylidene]-3-[(Z)-pentylimino]-1,3-dihydrofuro[3,4-b][1]benzopyran-9-one 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以24%的产率得到4-oxo-3-(2-(4-oxo-4H-chromen-3-yl)acetyl)-N-pentyl-4H-chromene-2-carboxamide
  参考文献：
  名称：

  Furo[3,4-b]chromones, and not Pyrano[3,4-b]chromones, are Obtained by the Reaction of 3-Formylchromones with Isocyanides

  摘要：

  The reaction of formylchromones with alkyl isocyanides was reinvestigated. In earlier reports from other research groups, two different structures were proposed for the products of this reaction. Herein, we provide unambiguous evidence that these products are chromenylmethylene furochromenones and not pyranochromones. Our structure assignment is based on X-ray diffraction analysis and two-dimensional NMR methods. The knowledge of the correct structure of these compounds is essential for the design of derivatives with potential applications as bioactive molecules or fluorescent biomarkers.

  DOI：

  10.1055/s-0032-1317032
• 作为产物：
  描述：

  1-异氰化戊基 、 色酮-3-甲醛 以 四氢呋喃 为溶剂， 以55%的产率得到1-[1-(4-oxo-4H-1-benzopyran-3-yl)meth-(Z)-ylidene]-3-[(Z)-pentylimino]-1,3-dihydrofuro[3,4-b][1]benzopyran-9-one
  参考文献：
  名称：

  Furo[3,4-b]chromones, and not Pyrano[3,4-b]chromones, are Obtained by the Reaction of 3-Formylchromones with Isocyanides

  摘要：

  The reaction of formylchromones with alkyl isocyanides was reinvestigated. In earlier reports from other research groups, two different structures were proposed for the products of this reaction. Herein, we provide unambiguous evidence that these products are chromenylmethylene furochromenones and not pyranochromones. Our structure assignment is based on X-ray diffraction analysis and two-dimensional NMR methods. The knowledge of the correct structure of these compounds is essential for the design of derivatives with potential applications as bioactive molecules or fluorescent biomarkers.

  DOI：

  10.1055/s-0032-1317032