(6S)-6-(4-methoxyphenylamino)cyclohex-1-enecarboxylic acid methyl ester | 932743-62-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (6S)-6-(4-methoxyphenylamino)cyclohex-1-enecarboxylic acid methyl ester
• 英文别名: methyl (6S)-6-(4-methoxyanilino)cyclohexene-1-carboxylate
• CAS: 932743-62-9
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: JWUCLLINSUEOJB-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (6S)-6-(4-methoxyphenylamino)cyclohex-1-enecarboxylic acid methyl ester 在 palladium dihydroxide 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 4.0h， 生成 (1S,2S)-2-(4-methoxy-phenylamino)cyclohexane-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Pd-catalyzed asymmetric allylic aminations with aromatic amine nucleophiles using chiral diaminophosphine oxides: DIAPHOXs

  摘要：

  Asymmetric allylic aminations with aromatic amine nucleophiles using Pd-DIAPHOX catalyst systems are described. The asymmetric allylic aminations of various allylic carbonates proceeded using 2-5 mol % of the catalyst and BSA, providing the corresponding N-aryl chiral allylic amines in up to 99% ee for cyclic substrates, and in up to 97% ee for acyclic substrates. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.07.015
• 作为产物：
  描述：

  甲氧苯胺 、 methyl 6-(methoxycarbonyloxy)cyclohex-1-enoate 在 bis(η3-allyl-μ-chloropalladium(II)) N,O-双三甲硅基乙酰胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.17h， 生成 (6S)-6-(4-methoxyphenylamino)cyclohex-1-enecarboxylic acid methyl ester 、 (6R)-6-(4-methoxyphenylamino)cyclohex-1-enecarboxylic acid methyl ester
  参考文献：
  名称：

  Pd-catalyzed asymmetric allylic aminations with aromatic amine nucleophiles using chiral diaminophosphine oxides: DIAPHOXs

  摘要：

  Asymmetric allylic aminations with aromatic amine nucleophiles using Pd-DIAPHOX catalyst systems are described. The asymmetric allylic aminations of various allylic carbonates proceeded using 2-5 mol % of the catalyst and BSA, providing the corresponding N-aryl chiral allylic amines in up to 99% ee for cyclic substrates, and in up to 97% ee for acyclic substrates. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.07.015