(E)-1-[2-(2-benzylsulfanylphenyl)-2-nitrovinyl]pyrrolidine

• 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: (E)-1-[2-(2-benzylsulfanylphenyl)-2-nitrovinyl]pyrrolidine
• 英文别名: 1-[(E)-2-(2-benzylsulfanylphenyl)-2-nitroethenyl]pyrrolidine
• 化学式: C₁₉H₂₀N₂O₂S
• 分子量: 340.446
• InChiKey: SOTSQWHNIUIDDU-NBVRZTHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1-[2-(2-benzylsulfanylphenyl)-2-nitrovinyl]pyrrolidine 在 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 生成 (E)-1-[2-(benzylsulfonyl)phenyl]-2-(4-chlorophenyl)-1-nitroethene
  参考文献：
  名称：

  Access to 2,3-diaryl-4-nitrothiochroman S,S-dioxides from 3-nitrobenzo[b]thiophene

  摘要：

  The base-induced cyclization of (E)-2-aryl-1-[2-(benzylsulfonyl)phenyl]-1-nitroethenes to poly-substituted thiochroman 5,S-dioxides exhibits a diastereoselectivity that can be oriented towards a selected isomer by means of appropriate adjustments of the experimental conditions. The interest of such a result also rests on the promising pharmacological activity of the products, whose structure encompasses different well-acknowledged pharmacophores. A conformational H-1 NMR investigation, backed by molecular-mechanics calculations, has also been accomplished. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.038
• 作为产物：
  描述：

  四氢吡咯 、 3-硝基苯并噻吩 、 氯化苄 在 silver nitrate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以62%的产率得到(E)-1-[2-(2-benzylsulfanylphenyl)-2-nitrovinyl]pyrrolidine
  参考文献：
  名称：

  Access to 2,3-diaryl-4-nitrothiochroman S,S-dioxides from 3-nitrobenzo[b]thiophene

  摘要：

  The base-induced cyclization of (E)-2-aryl-1-[2-(benzylsulfonyl)phenyl]-1-nitroethenes to poly-substituted thiochroman 5,S-dioxides exhibits a diastereoselectivity that can be oriented towards a selected isomer by means of appropriate adjustments of the experimental conditions. The interest of such a result also rests on the promising pharmacological activity of the products, whose structure encompasses different well-acknowledged pharmacophores. A conformational H-1 NMR investigation, backed by molecular-mechanics calculations, has also been accomplished. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.038

文献信息

• Access to 2,3-diaryl-4-nitrothiochroman S,S-dioxides from 3-nitrobenzo[b]thiophene
  作者：Lara Bianchi、Massimo Maccagno、Giovanni Petrillo、Egon Rizzato、Fernando Sancassan、Domenico Spinelli、Cinzia Tavani

  DOI：10.1016/j.tet.2011.08.038

  日期：2011.10

  The base-induced cyclization of (E)-2-aryl-1-[2-(benzylsulfonyl)phenyl]-1-nitroethenes to poly-substituted thiochroman 5,S-dioxides exhibits a diastereoselectivity that can be oriented towards a selected isomer by means of appropriate adjustments of the experimental conditions. The interest of such a result also rests on the promising pharmacological activity of the products, whose structure encompasses different well-acknowledged pharmacophores. A conformational H-1 NMR investigation, backed by molecular-mechanics calculations, has also been accomplished. (C) 2011 Elsevier Ltd. All rights reserved.