9-[(dimethylamino)methyl]-2-isopropyl-3-(2-methylphenyl)-7H-furo[3,2-g]chromen-7-one | 1430731-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 9-[(dimethylamino)methyl]-2-isopropyl-3-(2-methylphenyl)-7H-furo[3,2-g]chromen-7-one
• 英文别名: 9-[(Dimethylamino)methyl]-2-isopropyl-3-(2-methylphenyl)-7h-furo[3,2-g]chromen-7-one；9-[(dimethylamino)methyl]-3-(2-methylphenyl)-2-propan-2-ylfuro[3,2-g]chromen-7-one
• CAS: 1430731-94-4
• 化学式: C₂₄H₂₅NO₃
• 分子量: 375.467
• InChiKey: SOHBZVOMJMXOOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  42.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  9-[(dimethylamino)methyl]-2-isopropyl-3-methoxy-7H-furo[3,2-g]chromen-7-one 在 吡啶 、 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四丁基溴化铵 、 水 、 potassium carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 49.0h， 生成 9-[(dimethylamino)methyl]-2-isopropyl-3-(2-methylphenyl)-7H-furo[3,2-g]chromen-7-one
  参考文献：
  名称：

  Plant coumarins: XIII. Synthesis of 2,3,9-trisubstituted furocoumarins

  摘要：

  Peucedanin reacted with methylideneiminium salt generated in situ from N,N,N',N'-tetramethylmethanediamine and acetyl chloride to give 2-(dimethylaminomethyl)oreoselone. Reactions of peucedanin with aminomethylating agents generated in situ from formaldehyde and dimethylamine, N-methylpiperazine, or N-Boc-piperazine in boiling methanol smoothly afforded the corresponding 9-aminomethyl derivatives whose hydrolysis produced 9-aminomethyl-substituted oreoselones. 2,3,9-Trisubstituted linearly fused furocoumarins were synthesized by reactions of 9-substituted oreoselone trifluoromethanesulfonates with arylboronic acids.

  DOI：

  10.1134/s1070428013030159

文献信息

• Plant coumarins: XIII. Synthesis of 2,3,9-trisubstituted furocoumarins
  作者：A. V. Lipeeva、E. E. Shul’ts、M. M. Shakirov、I. Yu. Bagryanskaya、G. A. Tolstikov

  DOI：10.1134/s1070428013030159

  日期：2013.3

  Peucedanin reacted with methylideneiminium salt generated in situ from N,N,N',N'-tetramethylmethanediamine and acetyl chloride to give 2-(dimethylaminomethyl)oreoselone. Reactions of peucedanin with aminomethylating agents generated in situ from formaldehyde and dimethylamine, N-methylpiperazine, or N-Boc-piperazine in boiling methanol smoothly afforded the corresponding 9-aminomethyl derivatives whose hydrolysis produced 9-aminomethyl-substituted oreoselones. 2,3,9-Trisubstituted linearly fused furocoumarins were synthesized by reactions of 9-substituted oreoselone trifluoromethanesulfonates with arylboronic acids.