1-(tert-Butoxycarbonyl)-4-(pyridin-2-ylamino)piperidine-4-carboxylic acid | 1159835-37-6

• 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-(tert-Butoxycarbonyl)-4-(pyridin-2-ylamino)piperidine-4-carboxylic acid
• 英文别名: 1-[(2-methylpropan-2-yl)oxycarbonyl]-4-(pyridin-2-ylamino)piperidine-4-carboxylic acid
• CAS: 1159835-37-6
• 化学式: C₁₆H₂₃N₃O₄
• 分子量: 321.376
• InChiKey: MXVRWTCWMLEWEO-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122 °C
• 沸点：
  503.2±50.0 °C(Predicted)
• 密度：
  1.267±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  91.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 氯仿 、 N-叔丁氧羰基-4-哌啶酮 在 40% potassium fluoride/alumina 作用下， 以 甲苯 为溶剂， 以75%的产率得到1-(tert-Butoxycarbonyl)-4-(pyridin-2-ylamino)piperidine-4-carboxylic acid
  参考文献：
  名称：

  KF-alumina-mediated Bargellini reaction

  摘要：

  KF-alumina was found to be an efficient base for the synthesis of sterically hindered alpha-substituted carboxylic acids. A series of Bargellini reactions were performed by using various substituted anilines, phenols, and thiophenols as nucleophiles with ketones in the presence of chloroform and KF-alumina as a base. All the compounds were fully characterized. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.029

文献信息

• Aromatic amines as nucleophiles in the Bargellini reaction
  作者：Ken J. Butcher、Jenny Hurst

  DOI：10.1016/j.tetlet.2009.03.044

  日期：2009.5

  Aromatic amines can be employed in the Bargellini reaction to generate useful intermediates. Rapid, practical access to functionalised, privileged structures may have significant utility in the synthesis of drug-like molecules. An improved synthesis of carfentanil analogues illustrates this point. (C) 2009 Elsevier Ltd. All rights reserved.
• KF-alumina-mediated Bargellini reaction
  作者：Md. Rumum Rohman、Bekington Myrboh

  DOI：10.1016/j.tetlet.2010.07.029

  日期：2010.9

  KF-alumina was found to be an efficient base for the synthesis of sterically hindered alpha-substituted carboxylic acids. A series of Bargellini reactions were performed by using various substituted anilines, phenols, and thiophenols as nucleophiles with ketones in the presence of chloroform and KF-alumina as a base. All the compounds were fully characterized. (C) 2010 Elsevier Ltd. All rights reserved.