(S)-2-amino-1,1-dimethyl-4-methylthio-1-butanol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-amino-1,1-dimethyl-4-methylthio-1-butanol
• 英文别名: (S)-3-Amino-2-methyl-5-(methylthio)-2-pentanol；(3S)-3-amino-2-methyl-5-methylsulfanylpentan-2-ol
• 化学式: C₇H₁₇NOS
• 分子量: 163.284
• InChiKey: BPZLRBFXTVALPE-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  71.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  水杨醛 、 (S)-2-amino-1,1-dimethyl-4-methylthio-1-butanol 以 甲醇 为溶剂， 反应 4.0h， 以46%的产率得到(S)-1,1-dimethyl-2-(2-hydroxybenzylideneamino)-4-methylthio-1-butanol
  参考文献：
  名称：

  Copper (II) in organic synthesis. XI. Evaluation of the ligand architecture on the efficiency of a copper (II) catalyst for enantioselective Michael reactions

  摘要：

  Several bis-copper (II) complexes with chiral ligands derived from 2-substituted 2-(salicylideneamino) ethanols have been tested as catalysts of enantioselective Michael reactions. The degree of enantioselection is strongly affected by the architecture of the ligand. The best result (75% e.e.) was obtained for a ligand having a substituent potentially suitable to induce the formation of a bis-tetradentate copper (II) complex with a square pyramidal coordination.

  DOI：

  10.1016/0040-4020(95)00130-z
• 作为产物：
  描述：

  甲基碘化镁 、 L-蛋氨酸甲酯盐酸盐 在 碳酸氢钠 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以29%的产率得到(S)-2-amino-1,1-dimethyl-4-methylthio-1-butanol
  参考文献：
  名称：

  Copper (II) in organic synthesis. XI. Evaluation of the ligand architecture on the efficiency of a copper (II) catalyst for enantioselective Michael reactions

  摘要：

  Several bis-copper (II) complexes with chiral ligands derived from 2-substituted 2-(salicylideneamino) ethanols have been tested as catalysts of enantioselective Michael reactions. The degree of enantioselection is strongly affected by the architecture of the ligand. The best result (75% e.e.) was obtained for a ligand having a substituent potentially suitable to induce the formation of a bis-tetradentate copper (II) complex with a square pyramidal coordination.

  DOI：

  10.1016/0040-4020(95)00130-z

文献信息

• Copper (II) in organic synthesis. XI. Evaluation of the ligand architecture on the efficiency of a copper (II) catalyst for enantioselective Michael reactions
  作者：Giovanni Desimoni、Guglielmo Dusi、Giuseppe Faita、Paolo Quadrelli、PierPaolo Righetti

  DOI：10.1016/0040-4020(95)00130-z

  日期：1995.4

  Several bis-copper (II) complexes with chiral ligands derived from 2-substituted 2-(salicylideneamino) ethanols have been tested as catalysts of enantioselective Michael reactions. The degree of enantioselection is strongly affected by the architecture of the ligand. The best result (75% e.e.) was obtained for a ligand having a substituent potentially suitable to induce the formation of a bis-tetradentate copper (II) complex with a square pyramidal coordination.