benzyl 2-(isopropoxymethyl)-4-phenylpyrrolidine-1-carboxylate | 1241922-14-4

• 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: benzyl 2-(isopropoxymethyl)-4-phenylpyrrolidine-1-carboxylate
• 英文别名: Benzyl 4-phenyl-2-(propan-2-yloxymethyl)pyrrolidine-1-carboxylate
• CAS: 1241922-14-4
• 化学式: C₂₂H₂₇NO₃
• 分子量: 353.461
• InChiKey: JKCOLLUTHUFOCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  benzyl N-2-phenylpent-4-enyl carbamate 、 异丙醇 在 双(乙腈)氯化钯(II) 、 N-氟代双苯磺酰胺 作用下， 以54%的产率得到benzyl 2-(isopropoxymethyl)-4-phenylpyrrolidine-1-carboxylate
  参考文献：
  名称：

  Palladium-Catalyzed Alkoxyamination of Alkenes with Use ofN-Fluorobenzenesulfonimide as Oxidant

  摘要：

  A Pd-catalyzed alkoxyamination of protected aminoalkenes promoted by N-fluorobenzenesulfonimide is described. This mild transformation allows the direct formation of ethers from carbon-carbon double bonds. An unusual switch from exo to endo selectivity in polar solvents was discovered, allowing the selective formation of either regioisomer by careful choice of reaction conditions.

  DOI：

  10.1021/jo101171g

文献信息

• Palladium-Catalyzed Alkoxyamination of Alkenes with Use of<i>N</i>-Fluorobenzenesulfonimide as Oxidant
  作者：Dmitry V. Liskin、Paul A. Sibbald、Carolyn F. Rosewall、Forrest E. Michael

  DOI：10.1021/jo101171g

  日期：2010.9.17

  A Pd-catalyzed alkoxyamination of protected aminoalkenes promoted by N-fluorobenzenesulfonimide is described. This mild transformation allows the direct formation of ethers from carbon-carbon double bonds. An unusual switch from exo to endo selectivity in polar solvents was discovered, allowing the selective formation of either regioisomer by careful choice of reaction conditions.