6,7-(methylenedioxy)-4-oxofuro[3,4-b]quinolin-1(3H)-one | 1020667-85-9

• 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: 6,7-(methylenedioxy)-4-oxofuro[3,4-b]quinolin-1(3H)-one
• 英文别名: 2-Oxido-5,12,14-trioxa-2-azoniatetracyclo[7.7.0.03,7.011,15]hexadeca-1,3(7),8,10,15-pentaen-6-one；2-oxido-5,12,14-trioxa-2-azoniatetracyclo[7.7.0.03,7.011,15]hexadeca-1,3(7),8,10,15-pentaen-6-one
• CAS: 1020667-85-9
• 化学式: C₁₂H₇NO₅
• 分子量: 245.191
• InChiKey: LGBITYORWYSGFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6,7-(methylenedioxy)-4-oxofuro[3,4-b]quinolin-1(3H)-one 在 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以100%的产率得到9-chloro-6,7-(methylenedioxy)furo[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：

  1,3-Dioxolo<4,5-g>furo<3,4-b>quinolin-8(6H)-one 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以78%的产率得到6,7-(methylenedioxy)-4-oxofuro[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

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.