4-methyl-6,7-(methylenedioxy)-1-oxo-9-[(3,4,5-trimethoxyphenyl)amino]-1,3-dihydrofuro[3,4-b]quinolin-4-ium trifluoromethanesulfonate | 1020667-83-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-methyl-6,7-(methylenedioxy)-1-oxo-9-[(3,4,5-trimethoxyphenyl)amino]-1,3-dihydrofuro[3,4-b]quinolin-4-ium trifluoromethanesulfonate
• 英文别名: 2-Methyl-8-(3,4,5-trimethoxyanilino)-5,12,14-trioxa-2-azoniatetracyclo[7.7.0.03,7.011,15]hexadeca-1(16),2,7,9,11(15)-pentaen-6-one;trifluoromethanesulfonate
• CAS: 1020667-83-7
• 化学式: CF₃O₃S*C₂₂H₂₁N₂O₇
• 分子量: 574.488
• InChiKey: NPXXCLMKPGJELW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  39
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  154
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  4-methyl-6,7-(methylenedioxy)-1-oxo-9-[(3,4,5-trimethoxyphenyl)amino]-1,3-dihydrofuro[3,4-b]quinolin-4-ium trifluoromethanesulfonate 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以98%的产率得到4-methyl-6,7-(methylenedioxy)-9-[(3,4,5-trimethoxyphenyl)imino]-4,9-dihydrofuro[3,4-b]quinolin-1(3H)-one
  参考文献：
  名称：

  Design and Effective Synthesis of the First 4-Aza-2,3-didehydropodophyllotoxin Rigid Aminologue: A N-Methyl-4-[(3,4,5-trimethoxyphenyl)amino)]-1,2-dihydroquinoline-lactone

  摘要：

  [GRPAHICS]The first N1-alkyl-4-amino- 1,2-dihydroquinoline-lactone has been prepared by a five-step sequence in a 51 % overall yield via the corresponding furo[3,4-b]quinolin- 1 (3H)-one. A new practical synthesis of this intermediate was carried out using versatile, commercially available starting materials and constitutes the shortest and highest yielding route. These synthetic pathways could be widened with a view toward the preparation of different substituted derivatives, which could be considered as rigid aminologues of 4-aza-2,3-dide-hydropodophyllotoxins.

  DOI：

  10.1021/jo800166b
• 作为产物：
  描述：

  9-[(3,4,5-trimethoxyphenyl)amino]-6,7-(methylenedioxy)furo[3,4-b]quinolin-1(3H)-one 、 三氟甲烷磺酸甲酯 以 二氯甲烷 为溶剂， 反应 4.0h， 以85%的产率得到4-methyl-6,7-(methylenedioxy)-1-oxo-9-[(3,4,5-trimethoxyphenyl)amino]-1,3-dihydrofuro[3,4-b]quinolin-4-ium trifluoromethanesulfonate
  参考文献：
  名称：

  Design and Effective Synthesis of the First 4-Aza-2,3-didehydropodophyllotoxin Rigid Aminologue: A N-Methyl-4-[(3,4,5-trimethoxyphenyl)amino)]-1,2-dihydroquinoline-lactone

  摘要：

  [GRPAHICS]The first N1-alkyl-4-amino- 1,2-dihydroquinoline-lactone has been prepared by a five-step sequence in a 51 % overall yield via the corresponding furo[3,4-b]quinolin- 1 (3H)-one. A new practical synthesis of this intermediate was carried out using versatile, commercially available starting materials and constitutes the shortest and highest yielding route. These synthetic pathways could be widened with a view toward the preparation of different substituted derivatives, which could be considered as rigid aminologues of 4-aza-2,3-dide-hydropodophyllotoxins.

  DOI：

  10.1021/jo800166b

文献信息

• Design and Effective Synthesis of the First 4-Aza-2,3-didehydropodophyllotoxin Rigid Aminologue: A <i>N</i>-Methyl-4-[(3,4,5-trimethoxyphenyl)amino)]-1,2-dihydroquinoline-lactone
  作者：Raphaël Labruère、Philippe Helissey、Stéphanie Desbène-Finck、Sylviane Giorgi-Renault

  DOI：10.1021/jo800166b

  日期：2008.5.1

  [GRPAHICS]The first N1-alkyl-4-amino- 1,2-dihydroquinoline-lactone has been prepared by a five-step sequence in a 51 % overall yield via the corresponding furo[3,4-b]quinolin- 1 (3H)-one. A new practical synthesis of this intermediate was carried out using versatile, commercially available starting materials and constitutes the shortest and highest yielding route. These synthetic pathways could be widened with a view toward the preparation of different substituted derivatives, which could be considered as rigid aminologues of 4-aza-2,3-dide-hydropodophyllotoxins.