pyridin-2-ylmethyl 3-phenylbutanoate

• 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 3-phenylbutanoate
• 英文别名: 2-pyridylmethyl 3-phenylbutanoate
• 化学式: C₁₆H₁₇NO₂
• 分子量: 255.316
• InChiKey: IUWPMWMVKDCWAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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-吡啶基甲基甲酸酯 、 2-苯基-1-丙烯 在 1,3-bis(1-adamantyl)benzimidazoliumchloride, 1,3-dicyclohexylbenzimidazolium chloride 、 ruthenium(II) (norbanadiene)Cl2 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以53%的产率得到pyridin-2-ylmethyl 3-phenylbutanoate
  参考文献：
  名称：

  烯烃的螯合辅助加氢酯化：新型钌催化剂体系和配体效应

  摘要：

  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。

  DOI：

  10.1021/ol500579n

文献信息

• Palladium-Catalyzed Ring Opening of Cyclobutanones with Carbon- and Heteroatom-Centered Nucleophiles
  作者：Yusuke Ano、Daichi Takahashi、Kazumune Yo、Ryosuke Nagamune、Naoto Chatani

  DOI：10.1055/s-0042-1751474

  日期：2023.12

  transformation of cyclobutanones into acyclic carbonyl compounds through a Pd-catalyzed C–C bond cleavage is reported. The use of an N-heterocyclic carbene ligand efficiently promoted the ring opening and functionalization of various cyclobutanones, not only with alcohols, but also with N-centered nucleophiles, such as aniline or amide derivatives. Cyclobutanones were also found to react with arylboronic

  据报道，环丁酮通过 Pd 催化的 C-C 键断裂转化为无环羰基化合物。N-杂环卡宾配体的使用有效地促进了各种环丁酮的开环和官能化，不仅与醇，而且与N-中心亲核试剂，例如苯胺或酰胺衍生物。还发现环丁酮与芳基硼酸酯反应，产生无环芳基酮。
• 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.