2-(naphthalen-2-yl)butanoic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(naphthalen-2-yl)butanoic acid
• 英文别名: (R)-2-(naphthalen-2-yl)butanoic acid；(2R)-2-naphthalen-2-ylbutanoic acid
• 化学式: C₁₄H₁₄O₂
• 分子量: 214.264
• InChiKey: BKYOHEHDQWPGOY-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  C₁₅H₁₉N 在 锰 、 二氯化双(三环己基膦)镍(II) 、 (5aR,5a''R,6aR)-2',2',2''',2'''-tetramethyl-2,2''-bispiro[cyclopropa[4,5]cyclopenta[1,2-b]pyridine-6,5'-[1,3]dioxane] 作用下， 以 2-甲基四氢呋喃 、 甲醇 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-(naphthalen-2-yl)butanoic acid
  参考文献：
  名称：

  由手性 2,2'-联吡啶配体实现的镍催化对映收敛羧基化

  摘要：

  使用 CO 2的对映选择性羧化反应已被证明可有效合成手性羧酸，包括普罗芬家族抗炎药。该反应在大气压力下进行，并受益于使用镍催化结合手性 2,2'-联吡啶配体（即 Me-Sbpy）的温和条件。

  DOI：

  10.1002/anie.202213943

文献信息

• Synthesis of <b>Shld</b> Derivatives, Their Binding to the Destabilizing Domain, and Influence on Protein Accumulation in Transgenic Plants
  作者：Frederik Præstholm Jørgensen、Daniel Madsen、Morten Meldal、Jacob Valdbjørn Olsen、Morten Petersen、Jeppe Granhøj、Mikael Bols

  DOI：10.1021/acs.jmedchem.9b00497

  日期：2019.5.23

  A series of 35 analogues of Shld with modifications in the A-residue and the C-residues were prepared and investigated for binding to FKBP and GFP accumulation in transgenic plants. The modifications investigated explored variations that were supposedly inside or outside the receptor binding site with the latter being important by influencing the overall polarity of the compounds in order to improve the absorption in plants. The binding of the new compounds to the destabilizing domain was determined using a fluorescence polarization competition assay, and the GFP expression in engineered Arabidopsis thaliana was studied. The results showed that modifications of the C-building block phenol with acidic, basic, and neutral groups led to better ligands with some being better than Shld in the plant. Generally small, polar substituents showed the best GFP accumulation.
• Nickel‐Catalyzed Enantioconvergent Carboxylation Enabled by a Chiral 2,2′‐Bipyridine Ligand
  作者：Linghua Wang、Tao Li、Saima Perveen、Shuai Zhang、Xicheng Wang、Yizhao Ouyang、Pengfei Li

  DOI：10.1002/anie.202213943

  日期：2022.12.19

  An enantioselective carboxylation reaction using CO2 has been demonstrated as efficient for the synthesis of chiral carboxylic acids including profen family anti-inflammatory drugs. The reaction takes place under atmospheric pressure and benefits from mild conditions using nickel-catalysis in combination with a chiral 2,2′-bipyridine ligand, namely Me-Sbpy.

  使用 CO 2的对映选择性羧化反应已被证明可有效合成手性羧酸，包括普罗芬家族抗炎药。该反应在大气压力下进行，并受益于使用镍催化结合手性 2,2'-联吡啶配体（即 Me-Sbpy）的温和条件。