5-[3-tert-butyl-5-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]-4-hydroxyphenoxy]-5-oxopentanoic acid | 1255213-51-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 5-[3-tert-butyl-5-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]-4-hydroxyphenoxy]-5-oxopentanoic acid
• CAS: 1255213-51-4
• 化学式: C₃₇H₅₂N₂O₆
• 分子量: 620.83
• InChiKey: KGTNANVZEUMISM-LOYHVIPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  45
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  戊二酸酐 、 {(1R,2R)-2-[(-)-2-(3,5-di-tert-butyl-2-hydroxybenzylideneamino)cyclohexylimino]methyl}-6-tert-butylbenzene-1,4-diol 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以60%的产率得到5-[3-tert-butyl-5-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]-4-hydroxyphenoxy]-5-oxopentanoic acid
  参考文献：
  名称：

  Asymmetric cyanosilylation of ketones catalyzed by recyclable polymer-supported copper(II) salen complexes

  摘要：

  Various ketones have undergone asymmetric trimethylsilylcyanation at room temperature with (CH3)(3)SiCN (TMSCN) in the presence of a chiral-supported Cu(salen) complex and Ph3PO as the catalyst. Aromatic, aliphatic, and heterocyclic ketones have been converted into the corresponding cyanohydrin trimethylsilyl ethers in 83-96% yields with 52-84% ee. Several factors concerning the reactivity and enantioselectivity have been discussed. A double activation where Cu(salen) plays the role of Lewis acid and Ph3PO acts as a Lewis base is reported. Poly(ethylene glycol) monomethyl ether (MeO-PEG) has been used as a soluble support while JandaJel (JJ) and Merrifield (MF) resins served as insoluble supports. Each polymer is linked to the salen catalyst through a glutarate spacer. The soluble catalysts were recovered by precipitation with a suitable solvent while the insoluble catalysts were simply filtered from the reaction mixture. The JandaJel-attached Cu(salen) catalyst could be used for five cycles with the retention of efficiency and the Merrifield-bound Cu(salen) catalyst was found to loose activity with each use. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2010.07.029