N-benzoyl-2-<(benzoyloxy)methyl>piperidine | 94685-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzoyl-2-<(benzoyloxy)methyl>piperidine
• 英文别名: 1-benzoyl-2-benzoyloxymethyl-piperidine；DL-1-Benzoyl-2-piperidinmethanol-benzoat；(1-Benzoylpiperidin-2-yl)methyl benzoate
• CAS: 94685-29-7
• 化学式: C₂₀H₂₁NO₃
• 分子量: 323.392
• InChiKey: DMCMXXPWFJJKQZ-UHFFFAOYSA-N

物化性质

• 熔点：
  65-67 °C (decomp)
• 沸点：
  480.8±18.0 °C(Predicted)
• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-benzoyl-2-<(benzoyloxy)methyl>piperidine 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-benzoyl-2-(hydroxymethyl)piperidine 、 2-哌啶甲醇
  参考文献：
  名称：

  Microwave-Promoted Transformations:  Fast and Chemoselective N-Acylation of Amino Alcohols Using Catalytic Amounts of Dibutyltin Oxide. Influence of the Power Output and the Nature of the Acylating Agent on the Selectivity

  摘要：

  The influence of the nature of the acylating agent and the power output on the chemoselectivity of the microwave-mediated acylation of 1,2- and 1,3-amino alcohols catalyzed by dibutyltin oxide has been studied. The method constitutes an efficient procedure for the selective N-acylation of amino alcohols.

  DOI：

  10.1021/jo9605511
• 作为产物：
  描述：

  苯甲酰氯 、 2-哌啶甲醇 在 二正丁基氧化锡 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 0.15h， 以5%的产率得到N-benzoyl-2-<(benzoyloxy)methyl>piperidine
  参考文献：
  名称：

  Microwave-Promoted Transformations:  Fast and Chemoselective N-Acylation of Amino Alcohols Using Catalytic Amounts of Dibutyltin Oxide. Influence of the Power Output and the Nature of the Acylating Agent on the Selectivity

  摘要：

  The influence of the nature of the acylating agent and the power output on the chemoselectivity of the microwave-mediated acylation of 1,2- and 1,3-amino alcohols catalyzed by dibutyltin oxide has been studied. The method constitutes an efficient procedure for the selective N-acylation of amino alcohols.

  DOI：

  10.1021/jo9605511

文献信息

• Palladium-Catalyzed Selective Amino- and Alkoxycarbonylation of Iodoarenes with Aliphatic Aminoalcohols as Heterobifunctional O,N-Nucleophiles
  作者：László Kollár、Attila Takács、Csilla Molnár、Andrew Kovács、László T. Mika、Péter Pongrácz

  DOI：10.1021/acs.joc.2c02712

  日期：2023.4.21

  heteroaromatic substrates and numerous related nucleophiles were tested under optimized conditions, providing moderate to good yields of the target compounds. Reactions of serinol and 1,3-diamino-2-propanol as model trifunctional compounds showed particularly high chemoselectivity on amide ester products. Considering the coordinative properties of the applied nucleophiles, a rational catalytic cycle was proposed

  在脂肪族异双功能 N,O-亲核试剂存在的情况下，研究了钯催化的芳基碘化物的氨基和烷氧基羰基化反应。实现了酰胺醇和酰胺酯的选择性合成，由碱和底物的比例控制。还研究了碘苯取代基对产物选择性的影响，结果令人惊讶。除了模型乙醇胺/碘苯系统外，还在优化条件下测试了各种杂芳基底物和许多相关亲核试剂，提供了中等至良好的目标化合物收率。丝氨醇和 1,3-二氨基-2-丙醇作为模型三官能化合物的反应对酰胺酯产物显示出特别高的化学选择性。考虑到所应用的亲核试剂的配位性质，
• Microwave-Promoted Transformations:  Fast and Chemoselective N-Acylation of Amino Alcohols Using Catalytic Amounts of Dibutyltin Oxide. Influence of the Power Output and the Nature of the Acylating Agent on the Selectivity
  作者：Anabel Morcuende、Marta Ors、Serafín Valverde、Bernardo Herradón

  DOI：10.1021/jo9605511

  日期：1996.1.1

  The influence of the nature of the acylating agent and the power output on the chemoselectivity of the microwave-mediated acylation of 1,2- and 1,3-amino alcohols catalyzed by dibutyltin oxide has been studied. The method constitutes an efficient procedure for the selective N-acylation of amino alcohols.