(S)-N-(4-methoxyphenyl)-N-methyl-2-pyrrolididnemethanamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-N-(4-methoxyphenyl)-N-methyl-2-pyrrolididnemethanamine
• 英文别名: 4-methoxy-N-methyl-N-[[(2S)-pyrrolidin-2-yl]methyl]aniline
• 化学式: C₁₃H₂₀N₂O
• 分子量: 220.315
• InChiKey: AAXOUYGHBSQDHQ-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-甲基-P-氨基苯甲醚 在 palladium on activated charcoal 硼烷四氢呋喃络合物 、 氢气 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 25.0h， 生成 (S)-N-(4-methoxyphenyl)-N-methyl-2-pyrrolididnemethanamine
  参考文献：
  名称：

  Enantioselective Synthesis of Binaphthol Derivatives by Oxidative Coupling of Naphthol Derivatives Catalyzed by Chiral Diamine·Copper Complexes

  摘要：

  A highly efficient process of aerobic oxidative coupling of 2-naphthol derivatives catalyzed by 1 mol % of Cu(OH)Cl.TMEDA has been developed, Enantioselective oxidative coupling of naphthols was achieved by the use of 10 mol % of chiral catalysts prepared from proline-derived diamines and cuprous chloride, affording the corresponding binaphthols in good enantioselectivities of up to 78% ee. The ester moiety at the 3-position of the substrate was found to be essential for the good asymmetric induction observed in the present coupling reaction.

  DOI：

  10.1021/jo981808t
• 作为试剂：
  描述：

  3-羟基-2-萘甲酸甲酯 在 氧气 、 copper(l) chloride 、 (S)-N-(4-methoxyphenyl)-N-methyl-2-pyrrolididnemethanamine 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (R)-dimethyl-2,2’-dihydroxy-1,1’-binaphthalene-3,3’-dicarboxylate 、 dimethyl (S)-2,2′-dihydroxy-1,1′-binaphthalene-3,3′-dicarboxylate
  参考文献：
  名称：

  Enantioselective Synthesis of Binaphthol Derivatives by Oxidative Coupling of Naphthol Derivatives Catalyzed by Chiral Diamine·Copper Complexes

  摘要：

  A highly efficient process of aerobic oxidative coupling of 2-naphthol derivatives catalyzed by 1 mol % of Cu(OH)Cl.TMEDA has been developed, Enantioselective oxidative coupling of naphthols was achieved by the use of 10 mol % of chiral catalysts prepared from proline-derived diamines and cuprous chloride, affording the corresponding binaphthols in good enantioselectivities of up to 78% ee. The ester moiety at the 3-position of the substrate was found to be essential for the good asymmetric induction observed in the present coupling reaction.

  DOI：

  10.1021/jo981808t

文献信息

• Enantioselective Synthesis of Binaphthol Derivatives by Oxidative Coupling of Naphthol Derivatives Catalyzed by Chiral Diamine·Copper Complexes
  作者：Makoto Nakajima、Irie Miyoshi、Kumiko Kanayama、Shun-ichi Hashimoto、Masahiro Noji、Kenji Koga

  DOI：10.1021/jo981808t

  日期：1999.4.1

  A highly efficient process of aerobic oxidative coupling of 2-naphthol derivatives catalyzed by 1 mol % of Cu(OH)Cl.TMEDA has been developed, Enantioselective oxidative coupling of naphthols was achieved by the use of 10 mol % of chiral catalysts prepared from proline-derived diamines and cuprous chloride, affording the corresponding binaphthols in good enantioselectivities of up to 78% ee. The ester moiety at the 3-position of the substrate was found to be essential for the good asymmetric induction observed in the present coupling reaction.