(1S,2R)-1-Phenyl-2-[2-(2,4,6-trimethyl-phenylamino)-ethylamino]-propan-1-ol | 889765-41-7

• 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: (1S,2R)-1-Phenyl-2-[2-(2,4,6-trimethyl-phenylamino)-ethylamino]-propan-1-ol
• CAS: 889765-41-7
• 化学式: C₂₀H₂₈N₂O
• 分子量: 312.455
• InChiKey: SYNXXRSSERFXNC-YLJYHZDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  44.29
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1S,2R)-1-Phenyl-2-[2-(2,4,6-trimethyl-phenylamino)-ethylamino]-propan-1-ol 、 原甲酸三甲酯 在 盐酸 、 六氟磷酸钾 作用下， 以 甲醇 、 乙醚 、 甲苯 、 水 为溶剂， 反应 14.17h， 以52%的产率得到1-((1R,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3-(2,4,6-trimethyl-phenyl)-4,5-dihydro-3H-imidazol-1-ium hexafluorophosphate
  参考文献：
  名称：

  Design and synthesis of new bidentate alkoxy-NHC ligands for enantioselective copper-catalyzed conjugate addition

  摘要：

  A new family of chiral alkoxy-N-heterocyclic carbene (NHC) ligands has been designed for the enantioselective copper-catalyzed conjugate addition of dialkylzincs to enones. These new bidentate NHC ligands were synthesized in high overall yields using a five-step procedure starting from commercially available beta-aminoalcohols. Influence of the temperature, base, solvent and copper source were studied in order to optimize the stereoselectivity of the addition. High reactivity and excellent enantioselectivity were obtained at ambient temperature with a range of cyclic enones and dialkylzinc. Addition to acyclic enones has also been studied. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.04.027
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 (1S,2R)-1-Phenyl-2-[2-(2,4,6-trimethyl-phenylamino)-ethylamino]-propan-1-ol
  参考文献：
  名称：

  Design and synthesis of new bidentate alkoxy-NHC ligands for enantioselective copper-catalyzed conjugate addition

  摘要：

  A new family of chiral alkoxy-N-heterocyclic carbene (NHC) ligands has been designed for the enantioselective copper-catalyzed conjugate addition of dialkylzincs to enones. These new bidentate NHC ligands were synthesized in high overall yields using a five-step procedure starting from commercially available beta-aminoalcohols. Influence of the temperature, base, solvent and copper source were studied in order to optimize the stereoselectivity of the addition. High reactivity and excellent enantioselectivity were obtained at ambient temperature with a range of cyclic enones and dialkylzinc. Addition to acyclic enones has also been studied. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.04.027