methyl ((1R,2R)-2-benzamidocyclohexyl)carbamate | 1422520-43-1

• 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: methyl ((1R,2R)-2-benzamidocyclohexyl)carbamate
• CAS: 1422520-43-1
• 化学式: C₁₅H₂₀N₂O₃
• 分子量: 276.335
• InChiKey: HOLPFFGZSJIIGN-CHWSQXEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  67.43
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl ((1R,2R)-2-benzamidocyclohexyl)carbamate 在 potassium hydroxide 作用下， 以 异丙醇 为溶剂， 生成 N-((1R,2R)-2-aminocyclohexyl)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
• 作为产物：
  描述：

  (1R,2R)-1,2-diaminocyclohexane 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 生成 methyl ((1R,2R)-2-benzamidocyclohexyl)carbamate
  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