2-chloro-4,6-bis[(R)-1-(1-naphthyl)ethylamino]-1,3,5-triazine | 216500-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-chloro-4,6-bis[(R)-1-(1-naphthyl)ethylamino]-1,3,5-triazine
• 英文别名: 2-chloro-4,6-bis<(R)-1-(1-naphthyl)ethylamino>-1,3,5-triazine；2-chloro-4,6-bis<1-(1-naphthyl)ethylamino>-1,3,5-triazine；6-chloro-2-N,4-N-bis[(1R)-1-naphthalen-1-ylethyl]-1,3,5-triazine-2,4-diamine
• CAS: 216500-11-7
• 化学式: C₂₇H₂₄ClN₅
• 分子量: 453.974
• InChiKey: HABXEPUJHDZYFD-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  62.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-(-)-1-(1-萘基)乙胺 、 2-chloro-4,6-bis[(R)-1-(1-naphthyl)ethylamino]-1,3,5-triazine 在 18-冠醚-6 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 168.0h， 以66%的产率得到2,4-bis<(R)-1-(1-naphthyl)ethylamino>-6-<(S)-1-(1-naphthyl)ethylamino>-1,3,5-triazine
  参考文献：
  名称：

  Di- and Tri-1-(1-naphthyl)ethylamino-Substituted 1,3,5-Triazine Derivatives:  A New Class of Versatile Chiral Auxiliaries for NMR Spectroscopy

  摘要：

  2-Chloro-4,6-bis[(R)-1-(1-naphthyl)ethylamino]-1,3,5-triazine, 2,4,6-tris[(R)-1-(1-naphthyl)ethylamino]1,3,5-triazine, and 2,4-bis[(R)-1-(1-naphthyl)ethylamino]-6-[(S)-1-(1-naphthyl)ethylamino]-1,3,5-triazine have been synthesized, and their efficiency and versatility as chiral solvating agents for the determination by NMR of the enantiomeric composition of derivatized or underivatized chiral compounds have been demonstrated.

  DOI：

  10.1021/jo9806153
• 作为产物：
  描述：

  三聚氯氰 、 (R)-1-(1-萘基)乙胺 在 18-冠醚-6 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 144.0h， 以95%的产率得到2-chloro-4,6-bis[(R)-1-(1-naphthyl)ethylamino]-1,3,5-triazine
  参考文献：
  名称：

  Di- and Tri-1-(1-naphthyl)ethylamino-Substituted 1,3,5-Triazine Derivatives:  A New Class of Versatile Chiral Auxiliaries for NMR Spectroscopy

  摘要：

  2-Chloro-4,6-bis[(R)-1-(1-naphthyl)ethylamino]-1,3,5-triazine, 2,4,6-tris[(R)-1-(1-naphthyl)ethylamino]1,3,5-triazine, and 2,4-bis[(R)-1-(1-naphthyl)ethylamino]-6-[(S)-1-(1-naphthyl)ethylamino]-1,3,5-triazine have been synthesized, and their efficiency and versatility as chiral solvating agents for the determination by NMR of the enantiomeric composition of derivatized or underivatized chiral compounds have been demonstrated.

  DOI：

  10.1021/jo9806153

文献信息

• A Circular Dichroism Approach to the Conformation of 1-Arylethylamino-Substituted 1,3,5-Triazine Derivatives
  作者：Anna Iuliano、Ilaria Voir、Piero Salvadori

  DOI：10.1002/(sici)1099-0690(200005)2000:9<1767::aid-ejoc1767>3.0.co;2-t

  日期：2000.5

  CD data of the optically pure 2-[(R)-1-(9-anthryl)ethylamino]-4-chloro-6-[(R)-1-(l-naphthyl)-ethylamino] 2-[(R)-1-(9-anthryl)ethylamino]-4,6-bis[(1-naphthyl)-ethylamino]-1,3,5-triazine, 2,4-bis[(R)-1-(9-anthryl)ethylamino]-6-chloro-1,3,5-triazine are presented. The analysis of the CD spectra by means of the nonempirical DeVoe approach has afforded the complete conformational characterisation of the three s-triazine derivatives, allowing us to establish how the conformation of these derivatives depends on the nature of the substituent 1-arylethylamino groups.