2-Carboethoxymethyl-1-(methoxycarbonyl)-1,2-dihydroquinoline

• 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: 2-Carboethoxymethyl-1-(methoxycarbonyl)-1,2-dihydroquinoline
• 英文别名: methyl 2-(2-ethoxy-2-oxoethyl)-2H-quinoline-1-carboxylate
• 化学式: C₁₅H₁₇NO₄
• 分子量: 275.304
• InChiKey: MWYKPQIXMJTVGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  喹啉 、 ethyl 2-(tributylstannyl)acetate 、 氯甲酸甲酯 以 四氢呋喃 为溶剂， 生成 2-Carboethoxymethyl-1-(methoxycarbonyl)-1,2-dihydroquinoline
  参考文献：
  名称：

  Ethyl (tributylstannyl)acetate: A versatile reagent for the carboethoxymethylation of functionalized pyridines

  摘要：

  Ethyl (tributylstannyl)acetate adds chemoselectively to acylpyridinium salts to yield a variety of dihydropyridines with diverse functional groups. These compounds are useful precursors for the preparation of a variety of N-heterocycles. The regiochemistry of the reaction is addressed and the results are rationalized based on the HSAB principle.

  DOI：

  10.1016/s0040-4039(00)79946-1

文献信息

• US5453509A
  申请人：——

  公开号：US5453509A

  公开（公告）日：1995-09-26
• [EN] FUNCTIONALIZATION OF ACYL PYRIDINIUM SALTS<br/>[FR] FONCTIONNALISATION DE SELS D'ACYLE PYRIDINIUM
  申请人：SYNAPTIC PHARMACEUTICAL CORPORATION

  公开号：WO1995010505A1

  公开（公告）日：1995-04-20

  (EN) This invention relates to a method of preparation of 1,2-dihydropyridine compounds having structure (1), which comprises reacting a compound having structure (2), with (R2)3Sn(CR3R4)nCO2R5 and XCO2R6. The reaction is performed under suitable reaction conditions and in an appropriate solvent so as to form the 1,2-dihydropyridine compound. In a similar manner 1,2-dihydroquinolines, dihydroisoquinolines, dihydropyridones, dihydroquinolones and dihydroisoquinolones may also be prepared. The invention is also directed to compounds prepared by this method.(FR) La présente invention concerne un procédé de préparation de composés de 1,2-dihydropyridine dont la structure est représentée par la formule (1). Ce procédé fait intervenir la réaction d'un composé dont la structure est représentée par la formule (2) avec (R2)3Sn(CR3R4)nCO2R5 et XCO2R6. La réaction a lieu sous forme des conditions appropriées de réaction et dans un solvant approprié favorisant la formation du composé de 1,2-dihydropyridine. Un procédé analogue permet également de préparer des 1,2-dihydroquinoléines, dihydroisoquinoléines, dihydropyridones, dihydroquinolones et dihydroisoquinolones. La présente invention s'applique élagement aux composés préparés selon ce procédé.
• Ethyl (tributylstannyl)acetate: A versatile reagent for the carboethoxymethylation of functionalized pyridines
  作者：T.G.Murali Dhar、Charles Gluchowski

  DOI：10.1016/s0040-4039(00)79946-1

  日期：1994.2

  Ethyl (tributylstannyl)acetate adds chemoselectively to acylpyridinium salts to yield a variety of dihydropyridines with diverse functional groups. These compounds are useful precursors for the preparation of a variety of N-heterocycles. The regiochemistry of the reaction is addressed and the results are rationalized based on the HSAB principle.