(1S)-1-[5-chloro-2-(dimethylamino)phenyl]-2,2-dimethyl-1-propanamine hydrochloride | 1287718-74-4

• 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)-1-[5-chloro-2-(dimethylamino)phenyl]-2,2-dimethyl-1-propanamine hydrochloride
• 英文别名: 2-[(1S)-1-amino-2,2-dimethylpropyl]-4-chloro-N,N-dimethylaniline;hydrochloride
• CAS: 1287718-74-4
• 化学式: C₁₃H₂₁ClN₂*ClH
• 分子量: 277.237
• InChiKey: MXPLGCMSYGMQOM-UTONKHPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  29.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1S)-1-[5-chloro-2-(dimethylamino)phenyl]-2,2-dimethyl-1-propanamine 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以200 mg的产率得到(1S)-1-[5-chloro-2-(dimethylamino)phenyl]-2,2-dimethyl-1-propanamine hydrochloride
  参考文献：
  名称：

  Asymmetric Synthesis of 1,3-Diamines. II: Diastereoselective Reduction of Atropisomeric N-tert-Butanesulfinylketimines

  摘要：

  Chiral, nonracemic o-aminobenzylamines were prepared in a highly diastereoselective reduction of atropisomeric N-tert-butanesulfinylketimines. The ortho-substituent ensures the distinct reactivity of atropisomers 4d-f. The free energy of activation for atropisomerization of sulfinylimines 4d-f in THF-d(8) was determined by NMR methods to range from 70.8 to 97.9 kJ/mol.

  DOI：

  10.1021/jo1025767

文献信息

• Asymmetric Synthesis of 1,3-Diamines. II: Diastereoselective Reduction of Atropisomeric <i>N</i>-<i>tert</i>-Butanesulfinylketimines
  作者：Marina Martjuga、Sergey Belyakov、Edvards Liepinsh、Edgars Suna

  DOI：10.1021/jo1025767

  日期：2011.4.15

  Chiral, nonracemic o-aminobenzylamines were prepared in a highly diastereoselective reduction of atropisomeric N-tert-butanesulfinylketimines. The ortho-substituent ensures the distinct reactivity of atropisomers 4d-f. The free energy of activation for atropisomerization of sulfinylimines 4d-f in THF-d(8) was determined by NMR methods to range from 70.8 to 97.9 kJ/mol.