3,3-bis-methoxycarbonyl-2-(2,2,6,6-tetramethyl-piperidin-yloxy)-hex-5-enoic acid methyl ester | 887946-57-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3,3-bis-methoxycarbonyl-2-(2,2,6,6-tetramethyl-piperidin-yloxy)-hex-5-enoic acid methyl ester
• CAS: 887946-57-8
• 化学式: C₂₀H₃₃NO₇
• 分子量: 399.485
• InChiKey: JAZHTJULODEQDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  91.37
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3,3-bis-methoxycarbonyl-2-(2,2,6,6-tetramethyl-piperidin-yloxy)-hex-5-enoic acid methyl ester 、 1-异苯甲腈 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以55%的产率得到1,4,9,9a-tetrahydro-1H-cyclopenta[b]quinoline-2,2,3-tricarboxylic acid trimethyl ester
  参考文献：
  名称：

  Isonitrile Trapping Reactions under Thermolysis of Alkoxyamines for the Synthesis of Quinolines

  摘要：

  An efficient tandem radical process comprising a thermal alkoxyamine homolysis, an isonitrile trapping reaction, a 5-exo-trig cyclization, and a homolytic aromatic substitution leads to substituted dihydroquinolines. Depending on the substituent R-1, oxidation to dihydro-1H-cyclopenta[b]quinolines (for R-1 = aryl) or tautomerization to tetrahydro-1H-cyclopenta[b]quinolines (for R-1 = CO2Me, CN) occurs. The heterocycles are obtained in moderate to good yields. Upon using microwave-induced heating, the reaction time can be shortened from 3 days to 30 min.

  DOI：

  10.1021/ol0604421
• 作为产物：
  描述：

  2-甲氧羰基琥珀酸二甲酯 在 正丁基锂 、 potassium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 21.5h， 生成 3,3-bis-methoxycarbonyl-2-(2,2,6,6-tetramethyl-piperidin-yloxy)-hex-5-enoic acid methyl ester
  参考文献：
  名称：

  Isonitrile Trapping Reactions under Thermolysis of Alkoxyamines for the Synthesis of Quinolines

  摘要：

  An efficient tandem radical process comprising a thermal alkoxyamine homolysis, an isonitrile trapping reaction, a 5-exo-trig cyclization, and a homolytic aromatic substitution leads to substituted dihydroquinolines. Depending on the substituent R-1, oxidation to dihydro-1H-cyclopenta[b]quinolines (for R-1 = aryl) or tautomerization to tetrahydro-1H-cyclopenta[b]quinolines (for R-1 = CO2Me, CN) occurs. The heterocycles are obtained in moderate to good yields. Upon using microwave-induced heating, the reaction time can be shortened from 3 days to 30 min.

  DOI：

  10.1021/ol0604421