(1S,2S)-2-(2-Nitro-phenylamino)-1-phenyl-propane-1,3-diol | 643768-32-5

• 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,2S)-2-(2-Nitro-phenylamino)-1-phenyl-propane-1,3-diol
• CAS: 643768-32-5
• 化学式: C₁₅H₁₆N₂O₄
• 分子量: 288.303
• InChiKey: QRINIFCBIBGCKR-ZFWWWQNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  95.63
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,2S)-2-(2-Nitro-phenylamino)-1-phenyl-propane-1,3-diol 在 tin(ll) chloride 作用下， 生成 (1S,2S)-2-Benzoimidazol-1-yl-1-phenyl-propane-1,3-diol
  参考文献：
  名称：

  Synthesis of new enantiomerically pure C1- and C2-symmetric N-alkyl-benzimidazolium and thiazolium salts

  摘要：

  Starting from the commercially available enantiopure (1S,2S)-2-amino-1-phenyl-1,3-propanediol novel enantiomerically pure benzimidazoles were prepared; N-alkylation gave chiral benzimidazolium salts, which were tested in asymmetric benzoin condensations. The synthesis of conceptually new, enantiomerically pure, C-2 symmetric bis-thiazolium and bis-benzimidazolium salts was also developed. These new chiral heterocycles were employed as catalysts in the asymmetric dimerisation of benzaldehyde to give benzoin with moderate enantioselectivity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.09.050
• 作为产物：
  描述：

  (1S,2S)-(+)-2-氨基-1-苯基-1,3-丙二醇 、 1-氟-2-硝基苯 在 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 60.0h， 以57%的产率得到(1S,2S)-2-(2-Nitro-phenylamino)-1-phenyl-propane-1,3-diol
  参考文献：
  名称：

  Synthesis of new enantiomerically pure C1- and C2-symmetric N-alkyl-benzimidazolium and thiazolium salts

  摘要：

  Starting from the commercially available enantiopure (1S,2S)-2-amino-1-phenyl-1,3-propanediol novel enantiomerically pure benzimidazoles were prepared; N-alkylation gave chiral benzimidazolium salts, which were tested in asymmetric benzoin condensations. The synthesis of conceptually new, enantiomerically pure, C-2 symmetric bis-thiazolium and bis-benzimidazolium salts was also developed. These new chiral heterocycles were employed as catalysts in the asymmetric dimerisation of benzaldehyde to give benzoin with moderate enantioselectivity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.09.050