methyl 2-(1,3-benzodioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylate | 1266224-55-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: methyl 2-(1,3-benzodioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylate
• 英文别名: methyl 2-(benzo-[1,3]dioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylate；methyl 2-(benzo[d][1,3]dioxol-5-yl)-4,6-dioxocyclohexanecarboxylate；Methyl 2-(benzo[d][1,3]dioxol-5-yl)-4,6-dioxocyclohexanecarboxylate
• CAS: 1266224-55-8
• 化学式: C₁₅H₁₄O₆
• 分子量: 290.273
• InChiKey: RULDWHRWZZHCFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-(1,3-benzodioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylate 、 以 正丁醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of methyl 7-aryl(hetaryl, cyclohexenyl)-10-(1,3-benzodioxol-5-yl)-8-oxo-7,8,9,10,11,12-hexahydro-benzo[b][1,7]phenanthroline-9-carboxylates

  摘要：

  Three-component condensation of quinolin-5-amine with methyl 2-(1,3-benzodioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylates and aromatic aldehydes (or cyclohex-3-ene-1-carbaldehyde) afforded new hexahydrobenzo[b][1,7]phenanthroline derivatives. The condensation in butan-1-ol is strictly regioselective but not stereoselective, so that mixtures of cis- and trans-isomeric methyl 7-aryl(hetaryl, cyclohexenyl)-10-(1,3-benzodioxol-5-yl)-8-oxo-7,8,9,10,11,12-hexahydrobenzo[b][1,7]phenanthroline-9-carboxylates at a ratio of similar to 40: 60% are formed.

  DOI：

  10.1134/s1070428013090157

文献信息

• Synthesis of methyl 9-(benzo[d][1,3]dioxol-5-yl)-12-aryl(heteryl, cyclohexenyl)-11-oxo-7,8,9,10,11,12-hexahydrobenzo[b][4,7]phenanthroline-10-carboxylates
  作者：N. G. Kozlov、A. B. Tereshko

  DOI：10.1134/s1070428011080100

  日期：2011.8

  By condensation of 6-aminoquinoline with methyl 2-(benzo[d][1,3]dioxol-5-yl)-4,6-dioxocyclohexanecarboxylate and aldehydes of aromatic, heteroaromatic, and cyclohexene series new 4,7-phenanthroline derivatives were synthesized. The reaction performed in 1-butanol proceeded regiospecifically and with a moderate degree of stereoselectivity resulting in a mixture of cis- and trans-methyl 9-(benzo-[d][1,3] dioxol-5-yl)-12-aryl(heteryl, cyclohexenyl)-11-oxo-7,8,9,10,11,12-hexahydrobenzo-[b][4,7]-phenanthroline-10-carboxylates (similar to 30: 70).
• Synthesis, isomerism, and spectral luminescence properties of methyl hexahydrobenzo[a]acridine-9- and -[c]acridine-10-carboxylates
  作者：N. G. Kozlov、S. L. Bondarev、V. N. Knyukshto、B. A. Odnoburtsev、L. I. Basalaeva

  DOI：10.1134/s1070428010110059

  日期：2010.11

  The three-component condensation of 1- or 2-naphthylamines, aromatic aldehydes, and methyl 2-(benzo[1,3] dioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylate led to the formation of methyl 9-(cis, trans)-10-(1,3-benzodioxol-5-yl)-7-aryl-8-oxo-7,8,9,10,11,12-hexahydrobenzo[c]acridine-9-carboxylates or methyl 10-(cis, trans)-9-( 1,3-benzodioxol-5-yl)-12-aryl-11-oxo-7,8,9,10,11,12-hexahydrobenzo[a] acridine-10-carboxylates. The spectral luminescence properties of compounds obtained were investigated in ethanol at 293 and 77 K.