2-tert-butyl-6-[(2R,4S,5R)-3,4-dimethyl-5-phenyloxazolidin-2-yl]phenol

• 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-tert-butyl-6-[(2R,4S,5R)-3,4-dimethyl-5-phenyloxazolidin-2-yl]phenol
• 英文别名: 2-tert-butyl-6-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-2-yl]phenol
• 化学式: C₂₁H₂₇NO₂
• 分子量: 325.451
• InChiKey: VIQIMTSZIWSBDW-PNHOKKKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-叔丁基-2-羟基苯甲醛 、 麻黄碱 在 sodium sulfate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以61%的产率得到2-tert-butyl-6-[(2R,4S,5R)-3,4-dimethyl-5-phenyloxazolidin-2-yl]phenol
  参考文献：
  名称：

  Intramolecular chiral relay at stereogenic nitrogen: oxazolidine catalysts derived from Ephedra alkaloids

  摘要：

  A series of oxazolidines have been prepared by reaction of either (1R,2S)-ephedrine or (1S,2S)-pseudoephedrine with salicylaldehyde derivatives. The resultant oxazolidines were used as catalytic ligands in the addition of diethylzinc to a variety of aromatic and aliphatic aldehydes. It was determined that the (1R,2S)-ephedrine based oxazolidine derivative 9 gave the highest enantioselectivities. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.12.029

文献信息

• Intramolecular chiral relay at stereogenic nitrogen: oxazolidine catalysts derived from Ephedra alkaloids
  作者：Raleigh W. Parrott、Shawn R. Hitchcock

  DOI：10.1016/j.tetasy.2006.12.029

  日期：2007.2

  A series of oxazolidines have been prepared by reaction of either (1R,2S)-ephedrine or (1S,2S)-pseudoephedrine with salicylaldehyde derivatives. The resultant oxazolidines were used as catalytic ligands in the addition of diethylzinc to a variety of aromatic and aliphatic aldehydes. It was determined that the (1R,2S)-ephedrine based oxazolidine derivative 9 gave the highest enantioselectivities. (c) 2007 Elsevier Ltd. All rights reserved.