3-(tert-butoxycarbonylamino-methyl)-6-chloro-2-oxo-1,2-dihydro-quinoline-4-carboxylic acid | 1224967-89-8

• 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: 3-(tert-butoxycarbonylamino-methyl)-6-chloro-2-oxo-1,2-dihydro-quinoline-4-carboxylic acid
• 英文别名: 6-chloro-3-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-2-oxo-1H-quinoline-4-carboxylic acid
• CAS: 1224967-89-8
• 化学式: C₁₆H₁₇ClN₂O₅
• 分子量: 352.774
• InChiKey: BGFOYJDRKXKOPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(tert-butoxycarbonylamino-methyl)-6-chloro-2-oxo-1,2-dihydro-quinoline-4-carboxylic acid 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以80%的产率得到8-chloro-3,5-dihydro-2H-pyrrolo[3,4-c]quinoline-1,4-dione
  参考文献：
  名称：

  Intramolecular Aldol Reaction of N-Acylated (2-Aminophenyl)-α-oxoacetic Acids: Rapid Access to Tri- and Tetracyclic 1,2-Dihydroquinolin-2(1H)-ones

  摘要：

  A four-step synthesis of tri- and tetracyclic 1,2-dihydroquinolin-2(1H)-ones via acylation of various substituted isatins with readily available N-Boc-protected amino-acids followed by an intramolecular aldol reaction and cyclization has been developed. The final products were obtained in moderate to excellent overall yields.

  DOI：

  10.1021/jo1003339
• 作为产物：
  描述：

  [2-(3-tert-butoxycarbonylamino-propionylamino)-5-chloro-phenyl]-oxo-acetic acid 在 potassium tert-butylate 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， 反应 4.0h， 以73%的产率得到3-(tert-butoxycarbonylamino-methyl)-6-chloro-2-oxo-1,2-dihydro-quinoline-4-carboxylic acid
  参考文献：
  名称：

  Intramolecular Aldol Reaction of N-Acylated (2-Aminophenyl)-α-oxoacetic Acids: Rapid Access to Tri- and Tetracyclic 1,2-Dihydroquinolin-2(1H)-ones

  摘要：

  A four-step synthesis of tri- and tetracyclic 1,2-dihydroquinolin-2(1H)-ones via acylation of various substituted isatins with readily available N-Boc-protected amino-acids followed by an intramolecular aldol reaction and cyclization has been developed. The final products were obtained in moderate to excellent overall yields.

  DOI：

  10.1021/jo1003339