1-benzyl-3-(4'-fluorophenyl)pyrrolidine | 220474-60-2

• 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: 1-benzyl-3-(4'-fluorophenyl)pyrrolidine
• 英文别名: 1-Benzyl-3-(4-fluorophenyl)pyrrolidine
• CAS: 220474-60-2
• 化学式: C₁₇H₁₈FN
• 分子量: 255.335
• InChiKey: JFSNSJCTRPXCTA-UHFFFAOYSA-N

物化性质

• 沸点：
  347.7±37.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-(4'-fluorophenyl)pyrrolidine 在 palladium on activated charcoal ammonium formate 、 三乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 12.0h， 生成 2-[4-[3-(4-Fluorophenyl)pyrrolidin-1-yl]butyl]-1,1-dioxo-1,2-benzothiazol-3-one
  参考文献：
  名称：

  N-Substituted-3-arylpyrrolidines: Potent and selective ligands at serotonin 1A receptor

  摘要：

  3-Arylpyrrolidines are synthesized through the coupling of N-benzyl-3-(methanesulfonyloxy)pyrrolidine with diarylcuprates. Pharmacological evaluation of a series of N-substituted-3-arylpyrrolidines toward several neurotransmitter receptors indicated that some of them are good ligands for serotonin 1A receptor. Particularly, N-[(N-saccharino)butyl]pyrrolidines were found to be potent and selective ligands. A preliminary biological evaluation for several selected compounds indicated that they are potentially effective antianxiety and antidepressant agents. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00201-2
• 作为产物：
  描述：

  N-苄基-3-吡咯烷醇 在 4-二甲氨基吡啶 、 copper(I) bromide dimethylsulfide complex 作用下， 以 乙腈 为溶剂， 反应 1.42h， 生成 1-benzyl-3-(4'-fluorophenyl)pyrrolidine
  参考文献：
  名称：

  N-Substituted-3-arylpyrrolidines: Potent and selective ligands at serotonin 1A receptor

  摘要：

  3-Arylpyrrolidines are synthesized through the coupling of N-benzyl-3-(methanesulfonyloxy)pyrrolidine with diarylcuprates. Pharmacological evaluation of a series of N-substituted-3-arylpyrrolidines toward several neurotransmitter receptors indicated that some of them are good ligands for serotonin 1A receptor. Particularly, N-[(N-saccharino)butyl]pyrrolidines were found to be potent and selective ligands. A preliminary biological evaluation for several selected compounds indicated that they are potentially effective antianxiety and antidepressant agents. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00201-2

文献信息

• Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis
  作者：Hairong Lyu、Ilia Kevlishvili、Xuan Yu、Peng Liu、Guangbin Dong

  DOI：10.1126/science.abg5526

  日期：2021.4.9

  (C−O) bond in alkyl ethers could simplify chemical syntheses through the elaboration of these robust, readily available precursors. Here we report that dibromoboranes react with alkyl ethers in the presence of a nickel catalyst and zinc reductant to insert boron into the C−O bond. Subsequent reactivity can effect oxygen-to-nitrogen substitution or one-carbon homologation of cyclic ethers and more broadly

  轻度的在烷基醚中裂解碳-氧（C-O）键的方法可通过精心设计这些稳固且易于获得的前体来简化化学合成。在这里，我们报道二溴硼烷在镍催化剂和锌还原剂的存在下与烷基醚反应，从而将硼插入到C-O键中。随后的反应性可以影响环醚的氧-氮取代或一碳同系化，并更广泛地简化了生物活性化合物的制备。机理研究揭示了通过锌/镍串联催化的裂解-然后反弹的途径。
• Synthesis of 3-Arylpyrrolidines by Cycloadditions of N,N-Bis(benzotriazolylmethyl)amines to Styrenes
  作者：Alan R. Katritzky、Yunfeng Fang、Ming Qi、Daming Feng

  DOI：10.3987/com-98-8310

  日期：——