4H-Pyrido[1,2-a]pyrimidine-8-carboxylic acid,2-chloro-3-(1,3-dioxolan-2-yl)-4-oxo-, methyl ester | 881997-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 4H-Pyrido[1,2-a]pyrimidine-8-carboxylic acid,2-chloro-3-(1,3-dioxolan-2-yl)-4-oxo-, methyl ester
• 英文别名: methyl 2-chloro-3-(1,3-dioxolan-2-yl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-8-carboxylate
• CAS: 881997-11-1
• 化学式: C₁₃H₁₁ClN₂O₅
• 分子量: 310.694
• InChiKey: SWHAGCVQSAXYGU-UHFFFAOYSA-N

物化性质

• 沸点：
  429.5±55.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.18
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  79.13
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4H-Pyrido[1,2-a]pyrimidine-8-carboxylic acid,2-chloro-3-(1,3-dioxolan-2-yl)-4-oxo-, methyl ester 在 sodium hydroxide 、 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 生成 2-{[1-(tert-butoxycarbonyl)piperidin-4-yl]methyl}-3-(1,3-dioxolan-2-yl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-8-carboxylic acid
  参考文献：
  名称：

  MexAB-OprM specific efflux pump inhibitors in Pseudomonas aeruginosa. Part 5: Carbon-substituted analogues at the C-2 position

  摘要：

  A series of 4-oxo-4-1-pyrido[1,2-a]pyimidine derivatives, derivatized at the 2-position with carbon-linked substituents, were synthesized and evaluated for their ability to potentiate the activity of the fluoroquinolone levofloxacin (LVFX) and the anti-pseudomonas beta-lactam aztreonarn (AZT) in Pseudomonas aeruginosa. Palladium-catalyzed cross-coupling methods were applied for the incorporation of aliphatic and aromatic substituents. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.043
• 作为产物：
  描述：

  methyl 2-chloro-3-formyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-8-carboxylate 、 乙二醇 在 Amberlyst 15 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以100%的产率得到4H-Pyrido[1,2-a]pyrimidine-8-carboxylic acid,2-chloro-3-(1,3-dioxolan-2-yl)-4-oxo-, methyl ester
  参考文献：
  名称：

  MexAB-OprM specific efflux pump inhibitors in Pseudomonas aeruginosa. Part 5: Carbon-substituted analogues at the C-2 position

  摘要：

  A series of 4-oxo-4-1-pyrido[1,2-a]pyimidine derivatives, derivatized at the 2-position with carbon-linked substituents, were synthesized and evaluated for their ability to potentiate the activity of the fluoroquinolone levofloxacin (LVFX) and the anti-pseudomonas beta-lactam aztreonarn (AZT) in Pseudomonas aeruginosa. Palladium-catalyzed cross-coupling methods were applied for the incorporation of aliphatic and aromatic substituents. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.043