8,8-dimethyl-8,9-dihydro-3H-pyrano[3,2-f]quinoline-3,10(7H)-dione | 1456710-52-3

• 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: 8,8-dimethyl-8,9-dihydro-3H-pyrano[3,2-f]quinoline-3,10(7H)-dione
• 英文别名: 8,8-Dimethyl-7,9-dihydropyrano[3,2-f]quinoline-3,10-dione；8,8-dimethyl-7,9-dihydropyrano[3,2-f]quinoline-3,10-dione
• CAS: 1456710-52-3
• 化学式: C₁₄H₁₃NO₃
• 分子量: 243.262
• InChiKey: PBNOWELJUUSAEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-amino-5-(3-hydroxy-3-methylbut-1-ynyl)-2H-chromen-2-one 在 盐酸 、 水 作用下， 反应 0.02h， 以99%的产率得到8,8-dimethyl-8,9-dihydro-3H-pyrano[3,2-f]quinoline-3,10(7H)-dione
  参考文献：
  名称：

  Synthesis of novel pyrano[3,2-f]quinoline, phenanthroline derivatives and studies of their interactions with proteins: An application in mammalian cell imaging

  摘要：

  A series of tri-cyclic pyrano[3,2-f]quinoline and phenanthroline derivatives have been synthesized by a HCl-mediated 6-'endo-trig' Michael type ring closure reaction of 6-amino-5-(3-hydroxy-3-methylbut-1-ynyl)-2H-chromen-2-one in excellent yields. The process is very simple, facile and inexpensive and can provide a diverse range of substituted quinoline derivatives from simple and easily available starting materials. Moreover, the synthesized derivatives exhibit staining property to the cultured HeLa cells after fixing and can be used as fluorophores which can bind with protein molecule. (C) 2013 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2013.10.067

文献信息

• Regioselective synthesis of pyrano[3,2-f]quinoline and phenanthroline derivatives using molecular iodine
  作者：K.C. Majumdar、Sudipta Ponra、Tapas Ghosh

  DOI：10.1016/j.tetlet.2013.07.163

  日期：2013.10

  A series of polysubstituted pyrano[3,2-f]quinoline and phenanthroline derivatives have been synthesized by molecular iodine-catalyzed tandem reaction of various propargylic alcohols with or without substituted amines in excellent yields. Moreover, the cyclized side products are also pyrano[3,2-f]quinoline and phenanthroline derivatives.

  已经通过分子碘催化具有或不具有取代胺的各种炔丙醇的串联催化合成了一系列多取代的吡喃并[3,2- f ]喹啉和菲咯啉衍生物。此外，环化副产物也是吡喃并[3，2- f ]喹啉和菲咯啉衍生物。
• Synthesis of novel pyrano[3,2-f]quinoline, phenanthroline derivatives and studies of their interactions with proteins: An application in mammalian cell imaging
  作者：K.C. Majumdar、Sudipta Ponra、Tapas Ghosh、Ratan Sadhukhan、Utpal Ghosh

  DOI：10.1016/j.ejmech.2013.10.067

  日期：2014.1

  A series of tri-cyclic pyrano[3,2-f]quinoline and phenanthroline derivatives have been synthesized by a HCl-mediated 6-'endo-trig' Michael type ring closure reaction of 6-amino-5-(3-hydroxy-3-methylbut-1-ynyl)-2H-chromen-2-one in excellent yields. The process is very simple, facile and inexpensive and can provide a diverse range of substituted quinoline derivatives from simple and easily available starting materials. Moreover, the synthesized derivatives exhibit staining property to the cultured HeLa cells after fixing and can be used as fluorophores which can bind with protein molecule. (C) 2013 Published by Elsevier Masson SAS.