tert-butyl 3-(4-methoxyphenyl)pyrrolidine-1-carboxylate | 1510865-73-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl 3-(4-methoxyphenyl)pyrrolidine-1-carboxylate
• CAS: 1510865-73-2
• 化学式: C₁₆H₂₃NO₃
• mdl: MFCD24386779
• 分子量: 277.364
• InChiKey: DSHNBIOCYPRGEG-UHFFFAOYSA-N

物化性质

• 沸点：
  379.9±42.0 °C(Predicted)
• 密度：
  1.087±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.562
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-叔丁氧碳基-3-吡咯烷酮 在 caesium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 18.0h， 生成 tert-butyl 3-(4-methoxyphenyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Metal-Free Coupling of Saturated Heterocyclic Sulfonylhydrazones with Boronic Acids

  摘要：

  The coupling of aromatic moieties with saturated heterocyclic partners is currently an area of significant interest for the pharmaceutical industry. Herein, we present a procedure for the metal-free coupling of 4-, 5-, and 6-membered saturated heterocyclic p-methoxyphenyl (PMP) sulfonylhydrazones with aryl and heteroaromatic boronic acids. This procedure enables a simple, two-step synthesis of a range of functionalized sp(2)-sp(3) linked bicyclic building blocks, including oxetanes, piperidines, and azetidines, from their parent ketones.

  DOI：

  10.1021/jo402526z

文献信息

• An Improved System for the Aqueous Lipshutz-Negishi Cross-Coupling of Alkyl Halides with Aryl Electrophiles
  作者：Vasudev R. Bhonde、Brian T. O'Neill、Stephen L. Buchwald

  DOI：10.1002/anie.201509341

  日期：2016.1.26

  development of a palladacyclic precatalyst supported by a new biaryl(dialkyl)phosphine ligand (VPhos) in combination with octanoic acid/sodium octanoate as a simple and effective surfactant system provided an improved catalyst system for the rapid construction of a broad spectrum of alkylated scaffolds from alkyl zinc reagents generated in situ.

  由新的联芳基（二烷基）膦配体（VPhos）结合辛酸/辛酸钠作为简单有效的表面活性剂体系开发的钯环预催化剂的开发提供了一种改进的催化剂体系，可用于快速构建广谱的烷基化支架由烷基锌试剂原位生成。
• Reductive Cross-Coupling of Nonaromatic, Heterocyclic Bromides with Aryl and Heteroaryl Bromides
  作者：Gary A. Molander、Kaitlin M. Traister、Brian T. O’Neill

  DOI：10.1021/jo500905m

  日期：2014.6.20

  Reductive cross-coupling allows the direct C–C bond formation between two organic halides without the need for preformation of an organometallic reagent. A method has been developed for the reductive cross-coupling of nonaromatic, heterocyclic bromides with aryl or heteroaryl bromides. The developed conditions use an air-stable Ni(II) source in the presence of a diamine ligand and a metal reductant

  还原性交叉偶联可在两种有机卤化物之间直接形成C-C键，而无需预先形成有机金属试剂。已经开发出一种用于将非芳香族杂环溴化物与芳基或杂芳基溴化物进行还原性交叉偶联的方法。所开发的条件在二胺配体和金属还原剂的存在下使用空气稳定的Ni（II）源，以使饱和杂环能够以耐官能团的方式后期结合到芳基卤化物上。