1-(2-(tert-butoxy)-2-oxoethyl)-4-(dimethylamino)pyridin-1-ium bromide | 1585206-76-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(2-(tert-butoxy)-2-oxoethyl)-4-(dimethylamino)pyridin-1-ium bromide
• CAS: 1585206-76-3
• 化学式: Br*C₁₃H₂₁N₂O₂
• 分子量: 317.226
• InChiKey: NSPRYTCEHITAJF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.61
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  33.42
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-(tert-butoxy)-2-oxoethyl)-4-(dimethylamino)pyridin-1-ium bromide 、 (2-oxo-1,2-dihydro-indol-3-ylidene)-acetic acid ethyl ester 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以91%的产率得到4'-(tert-butyl) 3',5'-diethyl (2'R,3S,3'R,4's,5'S)-2,2''-dioxodispiro[indoline-3,1'-cyclopentane-2',3''-indoline]-3',4',5'-tricarboxylate
  参考文献：
  名称：

  Synthesis of complex dispirocyclopentanebisoxindoles via cycloaddition reactions of 4-dimethylamino-1-alkoxycarbonylmethylpyridinium bromides with 2-oxoindolin-3-ylidene derivatives

  摘要：

  The cycloaddition reactions of 4-dimethylamino-1-alkoxycarbonylmethylpyridinium bromides with various 2-oxoindolin-3-ylidene derivatives in ethanol in the presence of triethylamine afforded the unprecedented dispirocyclopentanebisoxindole derivatives in good yields and in high diastereoselectivity. Under similar reaction conditions, the reactions of 1-alkoxycarbonylmethylpyridinium bromides with 3-phenacylideneoxindoles only resulted in 4-oxo-3-(2-oxoindolin-3-ylidene)-4-arylbutanoates. The stereochemistry of the complex spirooxindoles was established by H-1 NMR data and single crystal structures. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.050