(2R,5S)-t-butyl-5-(3-pyridyl)prolinate | 1239469-74-9

• 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: (2R,5S)-t-butyl-5-(3-pyridyl)prolinate
• 英文别名: tert-butyl (2R,5S)-5-pyridin-3-ylpyrrolidine-2-carboxylate
• CAS: 1239469-74-9
• 化学式: C₁₄H₂₀N₂O₂
• 分子量: 248.325
• InChiKey: XUCXGABWFDPQFL-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,5S)-t-butyl-5-(3-pyridyl)prolinate 、 三氟乙酸 反应 24.0h， 以67%的产率得到(2R,5S)-5-(3-pyridyl)proline trifluoroacetate
  参考文献：
  名称：

  Access to the nicotine system by application of a guanidine-catalyzed asymmetric Michael addition of diphenyliminoacetate with 3-pyridyl vinyl ketone

  摘要：

  A guanidine-based chiral organocatalyst was successfully applied to the Michael addition of diphenyliminoacetate to pyridyl vinyl ketone as a key reaction for the construction of the nicotine system. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.086
• 作为产物：
  描述：

  (R)-t-butyl-5-(3-pyridyl)-1,2-dehydroprolinate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以94%的产率得到(2R,5S)-t-butyl-5-(3-pyridyl)prolinate
  参考文献：
  名称：

  Access to the nicotine system by application of a guanidine-catalyzed asymmetric Michael addition of diphenyliminoacetate with 3-pyridyl vinyl ketone

  摘要：

  A guanidine-based chiral organocatalyst was successfully applied to the Michael addition of diphenyliminoacetate to pyridyl vinyl ketone as a key reaction for the construction of the nicotine system. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.086

文献信息

• Access to the nicotine system by application of a guanidine-catalyzed asymmetric Michael addition of diphenyliminoacetate with 3-pyridyl vinyl ketone
  作者：Gang Zhang、Takuya Kumamoto、Takashi Heima、Tsutomu Ishikawa

  DOI：10.1016/j.tetlet.2010.05.086

  日期：2010.7

  A guanidine-based chiral organocatalyst was successfully applied to the Michael addition of diphenyliminoacetate to pyridyl vinyl ketone as a key reaction for the construction of the nicotine system. (C) 2010 Elsevier Ltd. All rights reserved.