dimethyl N,N'-(2-hydroxy-5-methylbenzene-1,3-diyldimethylidene)bis[(2S)-2-amino-4-methylsulfanylbutanoate] | 1207732-94-2

• 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: dimethyl N,N'-(2-hydroxy-5-methylbenzene-1,3-diyldimethylidene)bis[(2S)-2-amino-4-methylsulfanylbutanoate]
• 英文别名: methyl (2S)-2-[[2-hydroxy-3-[[(2S)-1-methoxy-4-methylsulfanyl-1-oxobutan-2-yl]iminomethyl]-5-methylphenyl]methylideneamino]-4-methylsulfanylbutanoate
• CAS: 1207732-94-2
• 化学式: C₂₁H₃₀N₂O₅S₂
• 分子量: 454.612
• InChiKey: OOTTUKOCDDKSQR-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  148
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  dimethyl N,N'-(2-hydroxy-5-methylbenzene-1,3-diyldimethylidene)bis[(2S)-2-amino-4-methylsulfanylbutanoate] 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以70%的产率得到dimethyl N,N'-(2-hydroxy-5-methylbenzene-1,3-diyldimethyl)bis[(2S)-2-amino-4-methylsulfanylbutanoate]
  参考文献：
  名称：

  Pincer ligands based on α-amino acids: III. New ligands based on 4-substituted phenols and their copper complexes. Enantioselective recognition of tyrosine

  摘要：

  Reactions of L-methionine, L-serine, and L-valine with 5-substituted-2-hydroxybenzene-1,3-dicarbaldehydes gave a series of chiral Schiff base pincer ligands which were reduced to the corresponding diamines. The new Schiff base ligands reacted with copper(II) chloride to form dinuclear copper complexes which were found to be capable of recognizing tyrosine enantiomers in aqueous solution. The structure of the complexes was determined on the basis of their spectral parameters.

  DOI：

  10.1134/s107042800903004x
• 作为产物：
  描述：

  (2S)-2-氨基-4-甲硫基丁酸甲酯 、 2,6-二甲酰-4-甲基苯酚 在 magnesium sulfate 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以75%的产率得到dimethyl N,N'-(2-hydroxy-5-methylbenzene-1,3-diyldimethylidene)bis[(2S)-2-amino-4-methylsulfanylbutanoate]
  参考文献：
  名称：

  Pincer ligands based on α-amino acids: III. New ligands based on 4-substituted phenols and their copper complexes. Enantioselective recognition of tyrosine

  摘要：

  Reactions of L-methionine, L-serine, and L-valine with 5-substituted-2-hydroxybenzene-1,3-dicarbaldehydes gave a series of chiral Schiff base pincer ligands which were reduced to the corresponding diamines. The new Schiff base ligands reacted with copper(II) chloride to form dinuclear copper complexes which were found to be capable of recognizing tyrosine enantiomers in aqueous solution. The structure of the complexes was determined on the basis of their spectral parameters.

  DOI：

  10.1134/s107042800903004x