diethyl 7,7'-((2S,2'S)-[2,2'-bimorpholine]-4,4'-diyl)bis(1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate) | 1412409-67-6

• 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: diethyl 7,7'-((2S,2'S)-[2,2'-bimorpholine]-4,4'-diyl)bis(1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate)
• 英文别名: ethyl 1-cyclopropyl-7-[(2S)-2-[(2S)-4-(1-cyclopropyl-3-ethoxycarbonyl-6-fluoro-4-oxoquinolin-7-yl)morpholin-2-yl]morpholin-4-yl]-6-fluoro-4-oxoquinoline-3-carboxylate
• CAS: 1412409-67-6
• 化学式: C₃₈H₄₀F₂N₄O₈
• 分子量: 718.754
• InChiKey: ILFYLJVIAIQOMB-HEVIKAOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  52
• 可旋转键数：
  11
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  diethyl 7,7'-((2S,2'S)-[2,2'-bimorpholine]-4,4'-diyl)bis(1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate) 在 盐酸 、 水 作用下， 反应 3.0h， 以100%的产率得到7,7'-((2S,2'S)-[2,2'-bimorpholine]-4,4'-diyl)bis(1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid)
  参考文献：
  名称：

  Amination of quinolones with morpholine derivatives

  摘要：

  The aromatic nucleophilic substitution reaction of 7-chloroquinolone carboxylic acid and its ethyl ester with cyclic amines under microwave irradiation conditions was investigated H-1 NMR spectroscopy was used to monitor the progress of the substitution reaction. The reaction proceeded in high yield with simple cyclic amines and was less efficient for sterically more demanding bimorpholine derivatives. A Pd-catalyzed amination of quinolone carboxylic acid ethyl ester with bimorpholine derivatives provided new C-7 bimorpholino-substituted quinolone derivatives. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.082
• 作为产物：
  描述：

  7-氯-1-环丙基-6-氟-4-氧代-1,4-二氢-喹啉-3-羧酸乙基酯 、 (2S,2'S)-2,2'-bimorpholine 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以27%的产率得到diethyl 7,7'-((2S,2'S)-[2,2'-bimorpholine]-4,4'-diyl)bis(1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate)
  参考文献：
  名称：

  Amination of quinolones with morpholine derivatives

  摘要：

  The aromatic nucleophilic substitution reaction of 7-chloroquinolone carboxylic acid and its ethyl ester with cyclic amines under microwave irradiation conditions was investigated H-1 NMR spectroscopy was used to monitor the progress of the substitution reaction. The reaction proceeded in high yield with simple cyclic amines and was less efficient for sterically more demanding bimorpholine derivatives. A Pd-catalyzed amination of quinolone carboxylic acid ethyl ester with bimorpholine derivatives provided new C-7 bimorpholino-substituted quinolone derivatives. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.082