4-chloro-N-[(1R,2R)-2-[[(2S)-pyrrolidin-2-yl]methylamino]cyclohexyl]benzamide | 1422520-56-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-chloro-N-[(1R,2R)-2-[[(2S)-pyrrolidin-2-yl]methylamino]cyclohexyl]benzamide
• CAS: 1422520-56-6
• 化学式: C₁₈H₂₆ClN₃O
• 分子量: 335.877
• InChiKey: BEUCTWXMHVMBCX-GVDBMIGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 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：
  53.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Boc-L-脯氨酸甲酯 在 二异丁基氢化铝 、 三氟乙酸 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 氘代甲醇-d 为溶剂， 生成 4-chloro-N-[(1R,2R)-2-[[(2S)-pyrrolidin-2-yl]methylamino]cyclohexyl]benzamide
  参考文献：
  名称：

  A novel organocatalyst for direct asymmetric Michael additions of cyclohexanone to nitroolefins

  摘要：

  A novel catalyst combining pyrrolidinyl and cyclohexanediamine was designed and synthesized. Only 5 mol% of catalyst loading was required for enantioselective Michael additions of cyclohexanone and nitroolefins affording desired gamma-nitroketones with >99% yield, up to 91% ee and up to >99/1 dr under mild conditions. The enantioselectivity of the product could be further improved to >99% ee after a single recrystallization in petroleum ether/ethyl acetate. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2012.11.020

文献信息

• A novel organocatalyst for direct asymmetric Michael additions of cyclohexanone to nitroolefins
  作者：Jun Zhong、Zhi Guan、Yan-Hong He

  DOI：10.1016/j.catcom.2012.11.020

  日期：2013.2

  A novel catalyst combining pyrrolidinyl and cyclohexanediamine was designed and synthesized. Only 5 mol% of catalyst loading was required for enantioselective Michael additions of cyclohexanone and nitroolefins affording desired gamma-nitroketones with >99% yield, up to 91% ee and up to >99/1 dr under mild conditions. The enantioselectivity of the product could be further improved to >99% ee after a single recrystallization in petroleum ether/ethyl acetate. (C) 2012 Elsevier B.V. All rights reserved.