(S)-2-[(5-tert-butyl-[1,2,4]oxadiazole-3-yl)-hydroxy-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester | 851029-24-8

• 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-[(5-tert-butyl-[1,2,4]oxadiazole-3-yl)-hydroxy-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS: 851029-24-8
• 化学式: C₁₆H₂₇N₃O₄
• 分子量: 325.408
• InChiKey: RKEJKSKZBCEQBH-VUWPPUDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  88.69
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[(5-tert-butyl-[1,2,4]oxadiazole-3-yl)-hydroxy-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 在 盐酸 、 戴斯-马丁氧化剂 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 2-bromo-1-[(S)-2-(5-tert-butyl-[1,2,4]oxadiazole-3-carbonyl)-pyrrolidine-1-yl]-ethanone
  参考文献：
  名称：

  Synthesis, SAR, and X-ray structure of novel potent DPPIV inhibitors: Oxadiazolyl ketones

  摘要：

  Synthesis of a novel series of DPPIV inhibitors with 1,2,4- and 1,3,4-oxadiazolyl ketone derivatives and its structure-activity relationships are discussed. Compound 18h showed good inhibitory activity against DPPIV and favorable pharmacokinetic properties. In vivo pharmacodynamic efficacy and co-crystal structure of compound 18h with DPPIV is also described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.046
• 作为产物：
  描述：

  (S)-2-[(1-ethoxy-ethoxy)-(N-hydroxycarbamimidoyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 在 4-甲基苯磺酸吡啶 、 N,N'-羰基二咪唑 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-[(5-tert-butyl-[1,2,4]oxadiazole-3-yl)-hydroxy-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis, SAR, and X-ray structure of novel potent DPPIV inhibitors: Oxadiazolyl ketones

  摘要：

  Synthesis of a novel series of DPPIV inhibitors with 1,2,4- and 1,3,4-oxadiazolyl ketone derivatives and its structure-activity relationships are discussed. Compound 18h showed good inhibitory activity against DPPIV and favorable pharmacokinetic properties. In vivo pharmacodynamic efficacy and co-crystal structure of compound 18h with DPPIV is also described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.046

文献信息

• [EN] NOVEL INHIBITORS OF DPP-IV, METHODS OF PREPARING THE SAME, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME AS AN ACTIVE AGENT<br/>[FR] INHIBITEURS DE DPP-IV, PROCEDES D'ELABORATION CORRESPONDANTS, ET COMPOSITIONS PHARMACEUTIQUES RENFERMANT CES INHIBITEURS COMME PRINCIPE ACTIF
  申请人：LG LIFE SCIENCES LTD

  公开号：WO2005037828A1

  公开（公告）日：2005-04-28

  The present invention relates to pyrrolidine-based compounds of novel structure exhibiting good inhibitory activity versus Dipeptidyl Peptidase-IV, as defined in Formula 1 of the specification, and methods of preparing the same and pharmaceutical compositions containing the same as an active agent.

  本发明涉及一种具有新结构的吡咯烷基化合物，其表现出良好的抑制二肽基肽酶-IV活性，如规范中的公式1所定义的那样，以及制备该化合物的方法和含有该化合物作为活性剂的药物组合物。