1-phenyl-3-(4-methylphenyl)-1-hydroxy-2-aminopropane

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-phenyl-3-(4-methylphenyl)-1-hydroxy-2-aminopropane
• 英文别名: 2-Amino-3-(4-methylphenyl)-1-phenylpropan-1-ol
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: QCLRHIUJWGMXSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-phenyl-3-(4-methylphenyl)-1-hydroxy-2-aminopropane 在 四氯化钛 、 1-丙基磷酸酐 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 反应 2.5h， 生成 4-(4-methylbenzyl)-2,5-diphenyl-4,5-dihydrooxazole
  参考文献：
  名称：

  Acid controlled generation of indanes and oxazolines from β-hydroxyarylethanamide

  摘要：

  Simple and efficient protocols for the construction of substituted indanes and oxazolines through intramolecular cyclization of beta-hydroxyarylethanamide using trifluoromethanesulfonic acid and titanium tetrachloride in 1,2-dichloroethane respectively have been described. The selectivity due to different acid catalysts was explored and optimized to achieve good to excellent yield. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.033
• 作为产物：
  描述：

  三甲基氰硅烷 、 magnesium,1-methanidyl-4-methylbenzene,bromide 、 苯甲醛 以64%的产率得到1-phenyl-3-(4-methylphenyl)-1-hydroxy-2-aminopropane
  参考文献：
  名称：

  A Convenient One-Pot Synthesis of 1,2-Aminoalcohols

  摘要：

  We have developed a rapid facile synthesis of 1,2-aminoalcohols from a variety of aldehyde starting materials. This one pot synthesis proceeds via the in situ formation of cyanohydrin trimethylsilyl ethers and the subsequent addition of Grignard reagents. This method is of particular use where the initial aldehyde exhibits water solubility.

  DOI：

  10.1080/00397919808004848

文献信息

• Acid controlled generation of indanes and oxazolines from β-hydroxyarylethanamide
  作者：Rajendran Suresh、Shanmugam Muthusubramanian、Muthusamy Boominathan、Govindaswamy Manickam

  DOI：10.1016/j.tetlet.2013.02.033

  日期：2013.5

  Simple and efficient protocols for the construction of substituted indanes and oxazolines through intramolecular cyclization of beta-hydroxyarylethanamide using trifluoromethanesulfonic acid and titanium tetrachloride in 1,2-dichloroethane respectively have been described. The selectivity due to different acid catalysts was explored and optimized to achieve good to excellent yield. (C) 2013 Elsevier Ltd. All rights reserved.
• A Convenient One-Pot Synthesis of 1,2-Aminoalcohols
  作者：J. Howarth、D. G. Lloyd、P. McCormac

  DOI：10.1080/00397919808004848

  日期：1998.8

  We have developed a rapid facile synthesis of 1,2-aminoalcohols from a variety of aldehyde starting materials. This one pot synthesis proceeds via the in situ formation of cyanohydrin trimethylsilyl ethers and the subsequent addition of Grignard reagents. This method is of particular use where the initial aldehyde exhibits water solubility.