(4S,5S)-5-(2-methoxyphenoxymethyl)-4-(4-methylthiophenyl)-2-phenyl-2-oxazoline

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4S,5S)-5-(2-methoxyphenoxymethyl)-4-(4-methylthiophenyl)-2-phenyl-2-oxazoline
• 英文别名: (4S,5S)-4-[(2-methoxyphenoxy)methyl]-5-(4-methylsulfanylphenyl)-2-phenyl-4,5-dihydro-1,3-oxazole
• 化学式: C₂₄H₂₃NO₃S
• 分子量: 405.518
• InChiKey: AXFGGBSHGVNCOO-REWPJTCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  65.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  [(4S,5S)-5-(4-methylsulfanylphenyl)-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methanol 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 51.0h， 生成 (4S,5S)-5-(2-methoxyphenoxymethyl)-4-(4-methylthiophenyl)-2-phenyl-2-oxazoline
  参考文献：
  名称：

  Transformation of (+)-thiomicamine into a new ligand for the enantioselective addition of methyllithium to prochiral imines

  摘要：

  A new ligand 2 was prepared from (+)-thiomicamine 1 and o-methoxyphenol, and its activity as an external controller of stereochemistry in enantioselective additions of methyllithium to prochiral imines 8-10 tested. The non-racemic secondary amines 11-13 were prepared in 60-90% chemical yield with the enantioselectivity ranging from 2 to 41%. 6,7-Dimethoxy-3,4-dihydroisoquinoline 8 was transformed into (+)-salsolidine 11 with an e.e. of 41%. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00573-x