tert-butyl (2S)-2-(5-phenyl-1,2,4-oxadiazol-3-yl)pyrrolidine-1-carboxylate | 1201915-83-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl (2S)-2-(5-phenyl-1,2,4-oxadiazol-3-yl)pyrrolidine-1-carboxylate
• CAS: 1201915-83-4
• 化学式: C₁₇H₂₁N₃O₃
• 分子量: 315.372
• InChiKey: YYLCYIMJCQQDEA-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  68.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-2-(5-phenyl-1,2,4-oxadiazol-3-yl)pyrrolidine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-5-Phenyl-3-(pyrrolidin-2-yl)-1,2,4-oxadiazole
  参考文献：
  名称：

  The design of potent and selective inhibitors of DPP-4: Optimization of ADME properties by amide replacements

  摘要：

  For a series of beta-homophenylalanine based inhibitors of dipeptidyl peptidase IV ADME properties were improved by the incorporation of amide replacements. These efforts led to a novel series of potent and selective inhibitors of DPP-4 that exhibit an attractive pharmacokinetic profile and show excellent efficacy in an animal model of diabetes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.078
• 作为产物：
  描述：

  tert-butyl (S)-2-(N-(benzoyloxy)carbamimidoyl)pyrrolidine-1-carboxylate 在 吡啶 作用下， 生成 tert-butyl (2S)-2-(5-phenyl-1,2,4-oxadiazol-3-yl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  The design of potent and selective inhibitors of DPP-4: Optimization of ADME properties by amide replacements

  摘要：

  For a series of beta-homophenylalanine based inhibitors of dipeptidyl peptidase IV ADME properties were improved by the incorporation of amide replacements. These efforts led to a novel series of potent and selective inhibitors of DPP-4 that exhibit an attractive pharmacokinetic profile and show excellent efficacy in an animal model of diabetes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.078