5-[(2S,3S,4R)-4-aminomethyl-3-fluoro-oxetan-2-yl]-3-p-chlorophenyl-1,2,4-oxadiazole trifluoroacetate | 1354052-01-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-[(2S,3S,4R)-4-aminomethyl-3-fluoro-oxetan-2-yl]-3-p-chlorophenyl-1,2,4-oxadiazole trifluoroacetate
• CAS: 1354052-01-9
• 化学式: C₂HF₃O₂*C₁₂H₁₁ClFN₃O₂
• 分子量: 397.714
• InChiKey: ULKVTIVJMOFTPM-YMQJAAJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  111.47
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-[(2S,3S,4R)-4-aminomethyl-3-fluoro-oxetan-2-yl]-3-p-chlorophenyl-1,2,4-oxadiazole trifluoroacetate 、 乙酸酐 在 吡啶 作用下， 反应 2.0h， 以82%的产率得到5-[(2S,3S,4R)-4-acetamidomethyl-3-fluorooxetan-2-yl]-3-(p-chlorophenyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  Libraries on Oxetane δ-Amino Acid Scaffolds: Syntheses and Evaluation of Physicochemical and Metabolic Properties

  摘要：

  Oxetane delta-amino acids were investigated as scaffolds to generate oxetane-based libraries. As pharmacophores, oxadiazoles and triazoles were built up on the scaffolds. Important physicochemical properties of target compounds were predicted in silico, and some physicochemical (solubility, logD, pKa values, permeation through artificial membranes) and metabolic (intrinsic clearance) properties were determined experimentally. The compounds synthesized exhibited the desired ADMETox properties. From an in silico point of view, this work adds valuable information for the refinement of prediction tools.

  DOI：

  10.1080/07328303.2011.609627
• 作为产物：
  描述：

  2,4-anhydro-5-N-(t-butoxycarbonyl)amino-5-deoxy-3-fluoro-D-arabinonic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.5h， 生成 5-[(2S,3S,4R)-4-aminomethyl-3-fluoro-oxetan-2-yl]-3-p-chlorophenyl-1,2,4-oxadiazole trifluoroacetate
  参考文献：
  名称：

  Libraries on Oxetane δ-Amino Acid Scaffolds: Syntheses and Evaluation of Physicochemical and Metabolic Properties

  摘要：

  Oxetane delta-amino acids were investigated as scaffolds to generate oxetane-based libraries. As pharmacophores, oxadiazoles and triazoles were built up on the scaffolds. Important physicochemical properties of target compounds were predicted in silico, and some physicochemical (solubility, logD, pKa values, permeation through artificial membranes) and metabolic (intrinsic clearance) properties were determined experimentally. The compounds synthesized exhibited the desired ADMETox properties. From an in silico point of view, this work adds valuable information for the refinement of prediction tools.

  DOI：

  10.1080/07328303.2011.609627