2-Benzotriazol-1-yl-1-(4-dimethylamino-phenyl)-2-p-tolyl-ethanone | 204761-00-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-Benzotriazol-1-yl-1-(4-dimethylamino-phenyl)-2-p-tolyl-ethanone
• 英文别名: 2-(Benzotriazol-1-yl)-1-[4-(dimethylamino)phenyl]-2-(4-methylphenyl)ethanone
• CAS: 204761-00-2
• 化学式: C₂₃H₂₂N₄O
• 分子量: 370.454
• InChiKey: JWPGREVNFNMQCZ-UHFFFAOYSA-N

物化性质

• 沸点：
  601.116±55.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.179±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Benzotriazol-1-yl-1-(4-dimethylamino-phenyl)-2-p-tolyl-ethanone 在 sodium tetrahydroborate 、 titanium(III) chloride 、 铜 、 锌 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 (E)-N,N-dimethyl-4-(4-methylstyryl)aniline
  参考文献：
  名称：

  Benzotriazole-Mediated Stereoselective Olefination of Carboxylic Esters:  Transformation of α-Amino Acid Esters into Chiral Allylamines

  摘要：

  Diastereoselective trans-olefinations of carboxylic esters 3a-h have been accomplished using benzylic or allylic benzotriazole derivatives la-e to prepare alpha-(benzotriazol-1-yl) ketones 4a-i, for the subsequent reduction of 4a-i, and finally for low-valent titanium-effected dehydroxybenzotriazolylation.(1) N-Protected alpha-amino acid esters 9a-c and 15 thus give allylamines 13a-e and 19 with virtually full retention of chirality. Mechanistic aspects of the dehydroxybenzotriazolylation are discussed.

  DOI：

  10.1021/jo971546f
• 作为产物：
  描述：

  1-(4-methylbenzyl)-1H-benzo[d][1,2,3]triazole 、 4-二甲氨基苯甲酸乙酯 在 正丁基锂 作用下， 生成 2-Benzotriazol-1-yl-1-(4-dimethylamino-phenyl)-2-p-tolyl-ethanone
  参考文献：
  名称：

  Benzotriazole-Mediated Stereoselective Olefination of Carboxylic Esters:  Transformation of α-Amino Acid Esters into Chiral Allylamines

  摘要：

  Diastereoselective trans-olefinations of carboxylic esters 3a-h have been accomplished using benzylic or allylic benzotriazole derivatives la-e to prepare alpha-(benzotriazol-1-yl) ketones 4a-i, for the subsequent reduction of 4a-i, and finally for low-valent titanium-effected dehydroxybenzotriazolylation.(1) N-Protected alpha-amino acid esters 9a-c and 15 thus give allylamines 13a-e and 19 with virtually full retention of chirality. Mechanistic aspects of the dehydroxybenzotriazolylation are discussed.

  DOI：

  10.1021/jo971546f

文献信息

• Benzotriazole-Mediated Stereoselective Olefination of Carboxylic Esters:  Transformation of α-Amino Acid Esters into Chiral Allylamines
  作者：Alan R. Katritzky、Dai Cheng、Jianqing Li

  DOI：10.1021/jo971546f

  日期：1998.5.1

  Diastereoselective trans-olefinations of carboxylic esters 3a-h have been accomplished using benzylic or allylic benzotriazole derivatives la-e to prepare alpha-(benzotriazol-1-yl) ketones 4a-i, for the subsequent reduction of 4a-i, and finally for low-valent titanium-effected dehydroxybenzotriazolylation.(1) N-Protected alpha-amino acid esters 9a-c and 15 thus give allylamines 13a-e and 19 with virtually full retention of chirality. Mechanistic aspects of the dehydroxybenzotriazolylation are discussed.