(S)-2-(6-methoxy-3-phenylnaphthalen-2-yl)propanoic acid | 1342343-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2-(6-methoxy-3-phenylnaphthalen-2-yl)propanoic acid
• 英文别名: (2S)-2-(6-methoxy-3-phenylnaphthalen-2-yl)propanoic acid
• CAS: 1342343-91-2
• 化学式: C₂₀H₁₈O₃
• 分子量: 306.361
• InChiKey: KSEHEZYMWWPIDI-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 (S)-2-(6-methoxy-3-phenylnaphthalen-2-yl)propanoic acid 在 重氮甲烷 作用下， 以 二氯甲烷 为溶剂， 以152 mg的产率得到methyl (S)-2-(6-methoxy-3-phenylnaphthalen-2-yl)propanoate
  参考文献：
  名称：

  Ligand-Accelerated Cross-Coupling of C(sp²)–H Bonds with Arylboron Reagents

  摘要：

  A ligand-accelerated Pd(II)-catalyzed C(sp(2))-H/arylboron cross-coupling reaction of phenylacetic acid substrates is reported. Using Ac-Ile-OH as the ligand and Ag2CO3 as the oxidant, a fast, high-yielding, operationally simple, and functional group-tolerant protocol has been developed for the cross-coupling of phenyl acetic acid substrates with aryltrifluoroborates. This ligand scaffold has also been shown to improve catalysis using 1 atm O-2 as the sole reoxidant, which sheds light on the path forward in developing optimized ligands for aerobic C-H/arylboron cross-coupling.

  DOI：

  10.1021/ja203978r
• 作为产物：
  描述：

  potassium phenyltrifluoroborate 、 (R)-萘普生 在 palladium diacetate 、 potassium hydrogencarbonate 、 N-acetyl-L-isoleucine 、 silver carbonate 、 对苯醌 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 2.0h， 以97%的产率得到(S)-2-(6-methoxy-3-phenylnaphthalen-2-yl)propanoic acid
  参考文献：
  名称：

  Ligand-Accelerated Cross-Coupling of C(sp²)–H Bonds with Arylboron Reagents

  摘要：

  A ligand-accelerated Pd(II)-catalyzed C(sp(2))-H/arylboron cross-coupling reaction of phenylacetic acid substrates is reported. Using Ac-Ile-OH as the ligand and Ag2CO3 as the oxidant, a fast, high-yielding, operationally simple, and functional group-tolerant protocol has been developed for the cross-coupling of phenyl acetic acid substrates with aryltrifluoroborates. This ligand scaffold has also been shown to improve catalysis using 1 atm O-2 as the sole reoxidant, which sheds light on the path forward in developing optimized ligands for aerobic C-H/arylboron cross-coupling.

  DOI：

  10.1021/ja203978r