ethyl (4S,5S)-4-methyl-3-phenyl-4,5-dihydro-1,2-oxazole-5-carboxylate

• 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: ethyl (4S,5S)-4-methyl-3-phenyl-4,5-dihydro-1,2-oxazole-5-carboxylate
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: WRPYJGZBZXIZED-CABZTGNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  反式-2-丁烯酸乙酯 、 phenylhydroxamoyl chloride 在 三乙胺 作用下， 以 [bmim]PF₆ 为溶剂， 生成 ethyl (4S,5S)-4-methyl-3-phenyl-4,5-dihydro-1,2-oxazole-5-carboxylate 、 5t-methyl-3-phenyl-4,5-dihydro-isoxazole-4r-carboxylic acid ethyl ester
  参考文献：
  名称：

  The effect of ionic liquids on the outcome of nitrile oxide cycloadditions

  摘要：

  Nitrile oxide cycloadditions between benzonitrile oxide and a series of alkenes were investigated in ionic liquids and molecular solvents. The regioselectivity of the process alters on changing solvent type, with the steric requirements of the reaction being increased in ionic liquids. The rate of the cycloaddition process was found to be faster in ionic liquid solvents, and a concomitant increase in the rate of dimerisation of the nitrile oxide starting material was also observed. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.045