2-((2S,4S,5R)-3,4-dimethyl-5-phenyl-oxazolidyn-2-yl)-6-methylphenol | 1233691-15-0

• 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: 2-((2S,4S,5R)-3,4-dimethyl-5-phenyl-oxazolidyn-2-yl)-6-methylphenol
• CAS: 1233691-15-0
• 化学式: C₁₈H₂₁NO₂
• 分子量: 283.37
• InChiKey: CECPBACRQWAARM-KKXDTOCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.7
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-羟基-3-甲基苯甲醛 、 麻黄碱 以 乙醇 为溶剂， 反应 24.0h， 以50%的产率得到2-((2S,4S,5R)-3,4-dimethyl-5-phenyl-oxazolidyn-2-yl)-6-methylphenol
  参考文献：
  名称：

  Structural and electronic effects of oxazolidine ligands derived from (1R,2S)-ephedrine in the asymmetric addition of diethylzinc to aldehydes

  摘要：

  The purpose of this research was to determine the activity of chiral oxazolidine ligands prepared from (1R,2S)-ephedrine for the enantioselective addition of diethylzinc to aldehydes. The configuration on the newly formed C2 stereogenic center was determined as (2S) by X-ray structural analysis. Oxazolidine ligands reveal medium enantioselectivity with the ee exceeding 57%, and the yields obtained being 68-99%. The results indicate that the absolute configuration of the addition product depends not only on the N3-methyl as an important stereocontrol element but also on both the electronic and steric effects of the substrates and oxazolidine ligands. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.02.029