N-formyl-N'-phenyltrans-(1R,2R)-1,2-diaminocyclohexane | 1198619-36-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-formyl-N'-phenyltrans-(1R,2R)-1,2-diaminocyclohexane
• 英文别名: N-[(1R,2R)-2-anilinocyclohexyl]formamide
• CAS: 1198619-36-1
• 化学式: C₁₃H₁₈N₂O
• 分子量: 218.299
• InChiKey: GXIUMSYKPATCBF-CHWSQXEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  溴苯 、 (1R,2R)-1,2-diaminocyclohexane 在 potassium tert-butylate 、 copper(I) bromide 、 S-1,1'-联-2-萘酚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以93%的产率得到N-formyl-N'-phenyltrans-(1R,2R)-1,2-diaminocyclohexane
  参考文献：
  名称：

  Copper(I) catalysis: Synthesis of N,N′-diarylated and N-aryl,N′-formylated chiral C2-symmetric diamines

  摘要：

  Chiral N,N'-diaryl C-2-symmetric diamines and N-aryl, N'-formyl-trans-(1R,2R)-diaminocyclohexane are readily accessed by copper catalyzed N,N'-diarylation and N-aryl,N'-formylation of trans-(1R,2R)-diaminocyclohexane with aryl bromides. N, N'-diarylation using (R)-1,1'- binaphthyl-2,2'-diamine and iodobenzene gave the corresponding (R)-N,N'-diphenyl-1,1'-binaphthyl-2,2'-diamine derivative in 83% yield. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.08.002

文献信息

• Copper(I) catalysis: Synthesis of N,N′-diarylated and N-aryl,N′-formylated chiral C2-symmetric diamines
  作者：Laxhmaiah Alakonda、Mariappan Periasamy

  DOI：10.1016/j.jorganchem.2009.08.002

  日期：2009.11

  Chiral N,N'-diaryl C-2-symmetric diamines and N-aryl, N'-formyl-trans-(1R,2R)-diaminocyclohexane are readily accessed by copper catalyzed N,N'-diarylation and N-aryl,N'-formylation of trans-(1R,2R)-diaminocyclohexane with aryl bromides. N, N'-diarylation using (R)-1,1'- binaphthyl-2,2'-diamine and iodobenzene gave the corresponding (R)-N,N'-diphenyl-1,1'-binaphthyl-2,2'-diamine derivative in 83% yield. (C) 2009 Elsevier B. V. All rights reserved.