(S)-3-Methyl-2-(5-methyl-3-oxo-1-p-tolyl-hex-4-enylamino)-butyric acid methyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-3-Methyl-2-(5-methyl-3-oxo-1-p-tolyl-hex-4-enylamino)-butyric acid methyl ester
• 英文别名: methyl (2S)-3-methyl-2-[[5-methyl-1-(4-methylphenyl)-3-oxohex-4-enyl]amino]butanoate
• 化学式: C₂₀H₂₉NO₃
• 分子量: 331.455
• InChiKey: ADQBIXLDOMGVRC-GGYWPGCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三甲基(4-甲基戊-1,3-二烯-2-氧基)硅烷 、 (S)-3-Methyl-2-{[1-p-tolyl-meth-(E)-ylidene]-amino}-butyric acid methyl ester 在 水 、 zinc trifluoromethanesulfonate 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以74%的产率得到(S)-3-Methyl-2-(5-methyl-3-oxo-1-p-tolyl-hex-4-enylamino)-butyric acid methyl ester
  参考文献：
  名称：

  Addition of Water to Zinc Triflate Promotes a Novel Reaction:  Stereoselective Mannich-Type Reaction of Chiral Aldimines with 2-Silyloxybutadienes

  摘要：

  A novel stereoselective Mannich-type reaction of chiral aldimines with 2-silyloxybutadienes in the presence of zinc triflate and water has been achieved. The diastereoselectivities of the products were 74-90% de, and no cycloadducts were detected. Classical Mannich-type products were also obtained by using zinc triflate and water with high diastereoselectivities.

  DOI：

  10.1021/jo0300338