9-methyl-3-(7-methyl-2-oxo-2H-chromen-4-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromen-5-yl acetate | 879501-51-6

• 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: 9-methyl-3-(7-methyl-2-oxo-2H-chromen-4-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromen-5-yl acetate
• 英文别名: [9-methyl-3-(7-methyl-2-oxochromen-4-yl)-2-oxo-5H-pyrano[3,2-c]chromen-5-yl] acetate
• CAS: 879501-51-6
• 化学式: C₂₅H₁₈O₇
• 分子量: 430.414
• InChiKey: UKORYHYGHVNNJG-UHFFFAOYSA-N

物化性质

• 熔点：
  206-208 °C
• 沸点：
  689.7±55.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  9-methyl-3-(7-methyl-2-oxo-2H-chromen-4-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromen-5-yl acetate 在 对甲苯磺酸 作用下， 以 水 为溶剂， 反应 2.0h， 以72%的产率得到5-hydroxy-9-methyl-3-(7-methyl-2-oxo-2H-chromen-4-yl)-2H,5H-pyrano[3,2-c]chromen-2-one
  参考文献：
  名称：

  Convenient synthesis and unusual reactivity of 2-oxo-2H,5H-pyrano[3,2-c]chromenes

  摘要：

  The reaction of 4-oxo-4H-chromen-3-carbaldehydes with coumarin-4-acetic acids under the Perkin conditions follows an interesting pathway that involves aldol reaction and subsequent intramolecular lactonization to afford 2-oxo-2H,5H-pyrano[3,2-c]chromene skeleton. In contrast to chromone-3-carbaldehydes, the same reaction with chromone-2-carbaldehydes yielded only the aldol condensation product. The reaction was performed under thermal and microwave conditions. The reactivity of 2-oxo2H,5H-pyrano[3,2-c]chromenes in water, alcohol and acetic acid was described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.032
• 作为产物：
  描述：

  6-甲基-4-氧-4H-1-苯并吡喃-3-甲醛 、 (7-甲基-2-氧代-2H-吡喃-4-基)乙酸 、 乙酸酐 在 potassium acetate 作用下， 反应 2.0h， 以81%的产率得到9-methyl-3-(7-methyl-2-oxo-2H-chromen-4-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromen-5-yl acetate
  参考文献：
  名称：

  Convenient synthesis and unusual reactivity of 2-oxo-2H,5H-pyrano[3,2-c]chromenes

  摘要：

  The reaction of 4-oxo-4H-chromen-3-carbaldehydes with coumarin-4-acetic acids under the Perkin conditions follows an interesting pathway that involves aldol reaction and subsequent intramolecular lactonization to afford 2-oxo-2H,5H-pyrano[3,2-c]chromene skeleton. In contrast to chromone-3-carbaldehydes, the same reaction with chromone-2-carbaldehydes yielded only the aldol condensation product. The reaction was performed under thermal and microwave conditions. The reactivity of 2-oxo2H,5H-pyrano[3,2-c]chromenes in water, alcohol and acetic acid was described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.032