N-((R)-1,1-diphenylpropan-2-yl)pivalamide | 1250258-74-2

• 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-((R)-1,1-diphenylpropan-2-yl)pivalamide
• 英文别名: N-[(2R)-1,1-diphenylpropan-2-yl]-2,2-dimethylpropanamide
• CAS: 1250258-74-2
• 化学式: C₂₀H₂₅NO
• 分子量: 295.425
• InChiKey: BIAJCNIWKCDFLH-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  (R)-(+)-1,1-二苯基-2-氨基丙烷 、 三甲基乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以52%的产率得到N-((R)-1,1-diphenylpropan-2-yl)pivalamide
  参考文献：
  名称：

  A Versatile and Practical Solvating Agent for Enantioselective Recognition and NMR Analysis of Protected Amines

  摘要：

  The 3,5-dinitrobenzoyl-derived 1-naphthylethyl amide 3 is an attractive CSA for NMR analysis of protected amines. It is readily prepared in a single step and combines practical resolution of diastereomeric complexes due to signal sharpness and effective signal separation. Crystallographic analysis shows that 3 forms a chiral cleft that can selectively bind one enantiomer of a substrate through hydrogen bonding, pi-pi stacking, and CH/pi interactions. The enantioselective complex formation causes strong upfield shifts in the H-1 NMR spectrum even in the presence of only 5 mol % of 3.

  DOI：

  10.1021/jo101426a

文献信息

• A Versatile and Practical Solvating Agent for Enantioselective Recognition and NMR Analysis of Protected Amines
  作者：Daniel P. Iwaniuk、Christian Wolf

  DOI：10.1021/jo101426a

  日期：2010.10.1

  The 3,5-dinitrobenzoyl-derived 1-naphthylethyl amide 3 is an attractive CSA for NMR analysis of protected amines. It is readily prepared in a single step and combines practical resolution of diastereomeric complexes due to signal sharpness and effective signal separation. Crystallographic analysis shows that 3 forms a chiral cleft that can selectively bind one enantiomer of a substrate through hydrogen bonding, pi-pi stacking, and CH/pi interactions. The enantioselective complex formation causes strong upfield shifts in the H-1 NMR spectrum even in the presence of only 5 mol % of 3.