(S)-N-((S)-1-oxo-1-((4-(piperidin-1-yl)pyridin-2-yl)amino)-propan-2-yl)pyrrolidine-2-carboxamide | 1332625-66-7

• 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: (S)-N-((S)-1-oxo-1-((4-(piperidin-1-yl)pyridin-2-yl)amino)-propan-2-yl)pyrrolidine-2-carboxamide
• 英文别名: (2S)-N-[(2S)-1-oxo-1-[(4-piperidin-1-ylpyridin-2-yl)amino]propan-2-yl]pyrrolidine-2-carboxamide
• CAS: 1332625-66-7
• 化学式: C₁₈H₂₇N₅O₂
• 分子量: 345.445
• InChiKey: XSGBBJKZPPDDGQ-ZFWWWQNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  86.4
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-amino-4-(piperidin-1-yl)pyridine 在 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (S)-N-((S)-1-oxo-1-((4-(piperidin-1-yl)pyridin-2-yl)amino)-propan-2-yl)pyrrolidine-2-carboxamide
  参考文献：
  名称：

  Proline-based dipeptides as efficient organocatalysts for asymmetric aldol reactions in brine

  摘要：

  Simple N-proline-based dipeptides with two N-H groups in combination with 2,4-dinitrophenol (DNP) catalyze the direct asymmetric aldol reactions of aldehydes with a broad range of ketones to furnish the corresponding aldol products in high yields (up to 99%) and with high enantioselectivities (up to 97%) and diastereoselectivities (up to > 99:1, anti/syn) at room temperature and in brine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.06.017
• 作为试剂：
  描述：

  环丁酮 、 对硝基苯甲醛 在 2,4-二硝基酚 、 (S)-N-((S)-1-oxo-1-((4-(piperidin-1-yl)pyridin-2-yl)amino)-propan-2-yl)pyrrolidine-2-carboxamide 、 sodium chloride 作用下， 以 水 为溶剂， 反应 18.0h， 生成 (2R,1'S)-2-[1'-hydroxy-(4-nitrophenyl)-methyl]-cyclobutanone 、 (2S,1'R)-2-[1'-hydroxy-(4-nitrophenyl)-methyl]-cyclobutanone 、 2-(hydroxy(4-nitrophenyl)methyl)cyclobutanone
  参考文献：
  名称：

  Proline-based dipeptides as efficient organocatalysts for asymmetric aldol reactions in brine

  摘要：

  Simple N-proline-based dipeptides with two N-H groups in combination with 2,4-dinitrophenol (DNP) catalyze the direct asymmetric aldol reactions of aldehydes with a broad range of ketones to furnish the corresponding aldol products in high yields (up to 99%) and with high enantioselectivities (up to 97%) and diastereoselectivities (up to > 99:1, anti/syn) at room temperature and in brine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.06.017

文献信息

• Proline-based dipeptides as efficient organocatalysts for asymmetric aldol reactions in brine
  作者：Hua Tian、Jun-long Gao、Hao Xu、Liang-Yu Zheng、Wen-Bo Huang、Qing-Wen Liu、Suo-Qin Zhang

  DOI：10.1016/j.tetasy.2011.06.017

  日期：2011.5

  Simple N-proline-based dipeptides with two N-H groups in combination with 2,4-dinitrophenol (DNP) catalyze the direct asymmetric aldol reactions of aldehydes with a broad range of ketones to furnish the corresponding aldol products in high yields (up to 99%) and with high enantioselectivities (up to 97%) and diastereoselectivities (up to > 99:1, anti/syn) at room temperature and in brine. (C) 2011 Elsevier Ltd. All rights reserved.