2,5,8-trimethyl-4H,10H-pyrano[2,3-f]chromene | 1147120-53-3

• 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: 2,5,8-trimethyl-4H,10H-pyrano[2,3-f]chromene
• 英文别名: 2,5,8-Trimethyl-4,6-dihydropyrano[3,2-g]chromene
• CAS: 1147120-53-3
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: VBEPJEUDKZFFGX-UHFFFAOYSA-N

物化性质

• 沸点：
  350.4±42.0 °C(predicted)
• 密度：
  1.119±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5,8-trimethyl-4H,10H-pyrano[2,3-f]chromene 、 烯丙醇 在 N-碘代丁二酰亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以68%的产率得到2,6-bis(allyloxy)-3,7-diiodo-2,6,9-trimethyl-3,4,7,8-tetrahydro-2H,6H-pyrano[2,3-f]chromene
  参考文献：
  名称：

  Concise Synthesis of Xyloketal C Analogues

  摘要：

  The synthesis of xyloketal C analogues 12-methylxyloketal C(8) and 12-dehydroxylxyloketal C(11) have been accomplished in three steps, which featured the radical cyclisation as the key step. This is the shortest approach to construct the B C ring systems of the type of ketal skeleton reported to date. The structures of title compounds were elucidated by spectroscopic data and X-ray structure analysis. The final radical cyclisations give mainly the cis-fused anti-substituted stereoisomers.

  DOI：

  10.3987/com-08-11574
• 作为产物：
  描述：

  3,5-二羟基甲苯 、 丁烯酮 在 amberlyst-15 resin 作用下， 以 苯 为溶剂， 反应 5.0h， 以21.3%的产率得到2,5,8-trimethyl-4H,10H-pyrano[2,3-f]chromene
  参考文献：
  名称：

  Concise Synthesis of Xyloketal C Analogues

  摘要：

  The synthesis of xyloketal C analogues 12-methylxyloketal C(8) and 12-dehydroxylxyloketal C(11) have been accomplished in three steps, which featured the radical cyclisation as the key step. This is the shortest approach to construct the B C ring systems of the type of ketal skeleton reported to date. The structures of title compounds were elucidated by spectroscopic data and X-ray structure analysis. The final radical cyclisations give mainly the cis-fused anti-substituted stereoisomers.

  DOI：

  10.3987/com-08-11574

文献信息

• Concise Synthesis of Xyloketal C Analogues
  作者：Yong-Cheng Lin、Yan Huang

  DOI：10.3987/com-08-11574

  日期：——

  The synthesis of xyloketal C analogues 12-methylxyloketal C(8) and 12-dehydroxylxyloketal C(11) have been accomplished in three steps, which featured the radical cyclisation as the key step. This is the shortest approach to construct the B C ring systems of the type of ketal skeleton reported to date. The structures of title compounds were elucidated by spectroscopic data and X-ray structure analysis. The final radical cyclisations give mainly the cis-fused anti-substituted stereoisomers.