(S)-2-(pyrrolidin-3-yloxy)pyridine

• 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: (S)-2-(pyrrolidin-3-yloxy)pyridine
• 英文别名: (S)-tert-butyl 3-(pyridin-2-yloxy)pyrrolidine-1-carboxylate；tert-butyl (3S)-3-pyridin-2-yloxypyrrolidine-1-carboxylate
• 化学式: C₁₄H₂₀N₂O₃
• 分子量: 264.324
• InChiKey: YDBUDAIEOISMCW-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  51.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-(pyrrolidin-3-yloxy)pyridine 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 (S)-2-(pyrrolidin-3-yloxy)-pyridine dihydrochloride
  参考文献：
  名称：

  WO2008/64157

  摘要：

  公开号：
• 作为产物：
  描述：

  2-氟吡啶 、 (S)-1-N-叔丁氧羰基-3-羟基吡咯烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 (S)-2-(pyrrolidin-3-yloxy)pyridine
  参考文献：
  名称：

  WO2008/64157

  摘要：

  公开号：

文献信息

• Electrochemical Azo‐free Mitsunobu‐type Reaction
  作者：Quanping Guo、Yangye Jiang、Rongjin Zhu、Wenhui Yang、Pengfei Hu

  DOI：10.1002/anie.202402878

  日期：2024.5.13

  The classic chemical Mitsunobu reaction suffers from the need of excess alcohol activation reagents and the generation of significant by‐products. Efforts to overcome these limitations have resulted in numerous creative solutions, but the substrate scope of these catalytic processes remains limited. Here we report an electrochemical Mitsunobu‐type reaction, which features azo‐free alcohol activation and broad substrate scope. This user‐friendly technology allows a vast collection of heterocycles as the nucleophile, which can couple with a series of chiral cyclic and acyclic alcohols in moderate to high yields and excellent ee's. This practical reaction is scalable, chemoselective, uses simple Electrasyn setup with inexpensive electrodes and requires no precaution to exclude air and moisture. The synthetic utility is further demonstrated on the structural modification of diverse bioactive natural products and pharmaceutical derivatives and its straightforward application in a multiple‐step synthesis of a drug candidate.