N-(1R,2R)-(2-aminocyclohexyl)-3-cyano-benzenesulfonamide | 1047662-95-2

• 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: N-(1R,2R)-(2-aminocyclohexyl)-3-cyano-benzenesulfonamide
• 英文别名: N-[(1R,2R)-2-aminocyclohexyl]-3-cyanobenzenesulfonamide
• CAS: 1047662-95-2
• 化学式: C₁₃H₁₇N₃O₂S
• 分子量: 279.363
• InChiKey: CFZXGAWJWRMCDV-CHWSQXEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 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：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-氰基苯磺酰氯 、 (R,R)-1,2-diaminocyclohexane tartrate 在 sodium hydroxide 、 三乙胺 作用下， 以88%的产率得到N-(1R,2R)-(2-aminocyclohexyl)-3-cyano-benzenesulfonamide
  参考文献：
  名称：

  Ruthenium(II) and rhodium(III) catalyzed asymmetric transfer hydrogenation (ATH) of acetophenone in isopropanol and in aqueous sodium formate using new chiral substituted aromatic monosulfonamide ligands derived from (1R,2R)-diaminocyclohexane

  摘要：

  A series of aromatic monosulfonamide ligands derived from (1R,2R)-diaminocyclohexane were synthesized with electron withdrawing and donating groups. These were complexed with Rh(Cp*) or Ru(arene) and their catalytic efficiencies were compared in the ATH of acetophenone using sodium formate/water or isopropanol/KOH as the hydrogen source. Results suggest that substituents on the benzene ring of the sulfonamide have very little electronic impact on the enantioselectivity and mechanism of the reaction. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.036