6-Methyl-pyridine-2-carboxylic acid [2'-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yloxy)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2-yl]-amide

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 6-Methyl-pyridine-2-carboxylic acid [2'-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yloxy)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2-yl]-amide
• 英文别名: N-[1-[2-(12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]-5,6,7,8-tetrahydronaphthalen-2-yl]-6-methylpyridine-2-carboximidic acid
• 化学式: C₄₇H₃₉N₂O₄P
• 分子量: 726.811
• InChiKey: AYHQCLFVDHDTHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  54
• 可旋转键数：
  5
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  77.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-甲基-2-吡啶甲酸 在 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 四氢呋喃 、 xylene 为溶剂， 生成 6-Methyl-pyridine-2-carboxylic acid [2'-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yloxy)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2-yl]-amide
  参考文献：
  名称：

  Highly enantioselective 1,4-conjugate addition of diethylzinc to acyclic enones with chiral phosphite–pyridine ligands derived from H8-NOBIN

  摘要：

  A series of new phosphite-pyridine ligands, based on the H-8-binaphthyl backbone, were synthesized and employed in the copper-catalyzed enantioselective 1,4-conjugate addition of diethylzinc to acyclic enones. Ligands derived from (S)-H-8-NOBIN provided better results than their parent ligands in the reaction. Ligand L1 provided excellent ees for trans -4-aryl-3-buten-2-ones (up to 97.8% ee) as substrates. Ligand L2 was very efficient for various para-chalcones, and up to 97.2% ee was achieved. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.09.020

文献信息

• Highly enantioselective 1,4-conjugate addition of diethylzinc to acyclic enones with chiral phosphite–pyridine ligands derived from H8-NOBIN
  作者：Yuanchun Hu、Xinmiao Liang、Junwei Wang、Zhuo Zheng、Xinquan Hu

  DOI：10.1016/j.tetasy.2003.09.020

  日期：2003.12

  A series of new phosphite-pyridine ligands, based on the H-8-binaphthyl backbone, were synthesized and employed in the copper-catalyzed enantioselective 1,4-conjugate addition of diethylzinc to acyclic enones. Ligands derived from (S)-H-8-NOBIN provided better results than their parent ligands in the reaction. Ligand L1 provided excellent ees for trans -4-aryl-3-buten-2-ones (up to 97.8% ee) as substrates. Ligand L2 was very efficient for various para-chalcones, and up to 97.2% ee was achieved. (C) 2003 Elsevier Ltd. All rights reserved.