methyl 5-phenyl-1-(p-toluenesulfonyl)pyrrolidine-2-carboxylate | 503839-38-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 5-phenyl-1-(p-toluenesulfonyl)pyrrolidine-2-carboxylate
• 英文别名: Methyl 1-(4-methylphenyl)sulfonyl-5-phenylpyrrolidine-2-carboxylate
• CAS: 503839-38-1
• 化学式: C₁₉H₂₁NO₄S
• 分子量: 359.446
• InChiKey: HECADQPHKHNSIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl (E)-5-phenyl-2-(p-toluenesulfonylamino)pent-4-enoate 在 三氟甲磺酸 作用下， 以 氯仿 为溶剂， 反应 4.5h， 生成 methyl 5-phenyl-1-(p-toluenesulfonyl)pyrrolidine-2-carboxylate
  参考文献：
  名称：

  Carbenium ion trapping using sulfonamides: an acid-catalysed synthesis of pyrrolidines by intramolecular hydroamination

  摘要：

  Cyclisations of homoallylic sulfonamides proceed smoothly via carbenium ion generation using trifluoromethanesulfonic (triflic) acid, the ease of cyclisation being directly related to the ion stability to give good to excellent yields of the corresponding pyrrolidines. Both toluene- and nitrophenyl-sulfonyl groups are suitable for all substrates tested whereas the corresponding carbamates are only useful in cases of tertiary and highly stabilised carbenium ions. Polyene-derived sulfonamides can also be cyclised to the corresponding polycyclic systems in remarkably high yields, in reactions reminiscent of related cascades encountered in terpene biosynthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.107

文献信息

• 1-sulfonyl pyrrolidine derivatives
  申请人：——

  公开号：US20020019424A1

  公开（公告）日：2002-02-14

  The present invention is a series of compounds that are derivatives of 1-sulfonyl-pyrrolidine and that demonstrate affinity towards metabotropic glutamate receptors. The invention further relates to medicaments containing these compounds and to a process for their preparation. The compounds possess affinity towards metabotropic glutamate receptors and are therefore useful in the treatment or prevention of acute and/or chronic neurological disorders.

  本发明是一系列1-磺酰基吡咯烷衍生物化合物，它们表现出亲和力，适用于代谢型谷氨酸受体。本发明还涉及含有这些化合物的药物和它们的制备方法。这些化合物具有代谢型谷氨酸受体的亲和力，因此适用于治疗或预防急性和/或慢性神经系统疾病。
• 1-Sulfonyl pyrrolidine derivatives
  申请人：——

  公开号：US20030212066A1

  公开（公告）日：2003-11-13

  The present invention is a series of compounds that are derivatives of 1-sulfonyl-pyrrolidine and that demonstrate affinity towards metabotropic glutamate receptors. The invention further relates to medicaments containing these compounds and to a process for their preparation. The compounds possess affinity towards metabotropic glutamate receptors and are therefore useful in the treatment or prevention of acute and/or chronic neurological disorders.

  本发明涉及一系列衍生自1-磺酰基吡咯烷的化合物，这些化合物具有亲和力，能够与代谢型谷氨酸受体结合。本发明还涉及含有这些化合物的药物以及其制备方法。这些化合物具有与代谢型谷氨酸受体的亲和力，因此在治疗或预防急性和/或慢性神经系统疾病方面具有用途。
• SULFONYL-PYRROLIDINE DERIVATIVES USEFUL FOR THE TREATMENT OF NEUROLOGICAL DISORDERS
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1299383A1

  公开（公告）日：2003-04-09
• US6589978B2
  申请人：——

  公开号：US6589978B2

  公开（公告）日：2003-07-08
• US6995182B2
  申请人：——

  公开号：US6995182B2

  公开（公告）日：2006-02-07