pyridin-2-ylmethyl 4,4-dimethylpentanoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: pyridin-2-ylmethyl 4,4-dimethylpentanoate
• 英文别名: (2-pyridylmethyl) 4,4-dimethylpentanoate；2-pyridylmethyl 4,4-dimethylpentanoate
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: PYAVFTPBYLZIDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-吡啶甲醇 在 十二羰基三钌 、 碳酸氢钠 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 pyridin-2-ylmethyl 4,4-dimethylpentanoate
  参考文献：
  名称：

  通过钌催化烯烃的新型螯合辅助加氢酯化

  摘要：

  已开发出一种无需 CO 气氛的烯烃加氢酯化的高效催化方案。通过在甲酸酯中引入 2-吡啶基部分作为螯合基团，Ru3(CO)12 催化甲酸酯的甲酰 CH 键活化，随后将中间体加入烯烃中，几乎完全抑制了脱羰。根据所用烯烃的体积，所产生的一碳延长酯的立体选择性对于线性加合物的形成来说是好的到极好的。该程序可以很容易地应用于各种烯烃，如末端、内部、环状、双环、乙烯基​​醚和共轭烯酮系统，具有高效率和选择性。它也适用于无溶剂条件。

  DOI：

  10.1021/ja017076v

文献信息

• Chelation-Assisted Hydroesterification of Alkenes: New Ruthenium Catalyst Systems and Ligand Effects
  作者：Bin Li、Seungeon Lee、Kwangmin Shin、Sukbok Chang

  DOI：10.1021/ol500579n

  日期：2014.4.4

  New types of ruthenium catalysts were developed for the chelation-assisted intermolecular olefin hydroesterification that employs 2-pyridylmethyl formate as an ester source. Two classes of ligands, NHCs and phosphines, were found to facilitate the reaction delivering isomeric ester products (linear versus branched) with different ratios, thus allowing access to ligand-guided selective hydroesterification

  开发了新型的钌催化剂用于螯合辅助的分子间烯烃加氢酯化反应，该反应采用甲酸2-吡啶基甲基酯作为酯源。发现两类配体NHC和膦可促进反应以不同比率递送异构酯产物（直链与支链），从而允许进行配体引导的选择性加氢酯化。
• Halide Ions as a Highly Efficient Promoter in the Ru-Catalyzed Hydroesterification of Alkenes and Alkynes
  作者：Eun Ju Park、Ji Min Lee、Hoon Han、Sukbok Chang

  DOI：10.1021/ol061753e

  日期：2006.9

  The presence of catalytic amounts of halide salts was found to enhance dramatically the reaction efficiency in the Ru-catalyzed hydroesterification of alkenes and alkynes using a chelating 2-pyridylmethyl formate by lowering the reaction temperature. On the basis of IR and NMR studies, the halide effect on the reaction is mainly attributed to the facile dissociation of the trirutheniumcarbonyl precursor into the presumed active metal species. With this milder condition, the substrate scope has been significantly broadened.
• Chelation-Assisted Hydroesterification of Alkenes Catalyzed by Rhodium Complex
  作者：Kazuhiko Yokota、Hiroto Tatamidani、Yoshiya Fukumoto、Naoto Chatani

  DOI：10.1021/ol035582e

  日期：2003.11.1

  The hydroesterification of alkenes with 2-pyridylmethanol (1) catalyzed by Rh-4(CO)(12) is described. The reaction is accelerated by the presence of a pyridine ring in the alcohol 1. The reaction is applicable to various alkenes, both terminal and internal alkenes.