3-methoxy-6H-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]chromen-6-one | 1459238-45-9

• 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: 3-methoxy-6H-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]chromen-6-one
• CAS: 1459238-45-9
• 化学式: C₁₅H₁₀O₅
• 分子量: 270.241
• InChiKey: UCYRZOASUVTOCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  57.9
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-methoxy-6H-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]chromen-6-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以79%的产率得到尿石素C
  参考文献：
  名称：

  Cu(I)-mediated lactone formation in subcritical water: a benign synthesis of benzopyranones and urolithins A–C

  摘要：

  Benzopyranones were successfully synthesized using Cu(I)-mediated C-O bond formation in subcritical water. A number of benzopyranone derivatives including polymethoxy benzopyranones, benzopyranopyridones, cbromenoindolones, and furochromenones were synthesized in satisfactory yield. This methodology was further applied to synthesize the intestinal microbial metabolites, urolithins A, B, and C, which were found to exhibit potent antioxidant activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.045
• 作为产物：
  描述：

  methyl 6-(2-bromo-4-methoxyphenyl)benzo[d][1,3]dioxole-5-carboxylate 在 噻吩-2-甲酸亚铜(I) 、 四甲基乙二胺 、 caesium carbonate 作用下， 以 水 为溶剂， 300.0 ℃ 、1.72 MPa 条件下， 反应 0.17h， 以29%的产率得到3-methoxy-6H-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]chromen-6-one
  参考文献：
  名称：

  Cu(I)-mediated lactone formation in subcritical water: a benign synthesis of benzopyranones and urolithins A–C

  摘要：

  Benzopyranones were successfully synthesized using Cu(I)-mediated C-O bond formation in subcritical water. A number of benzopyranone derivatives including polymethoxy benzopyranones, benzopyranopyridones, cbromenoindolones, and furochromenones were synthesized in satisfactory yield. This methodology was further applied to synthesize the intestinal microbial metabolites, urolithins A, B, and C, which were found to exhibit potent antioxidant activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.045