Methyl 1-(2-acetyloxyethoxymethyl)-5-[4-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate | 1237741-65-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Methyl 1-(2-acetyloxyethoxymethyl)-5-[4-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate
• CAS: 1237741-65-9
• 化学式: C₁₆H₁₆F₃N₃O₅S
• 分子量: 419.381
• InChiKey: BDYSQEXWGFDXQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Methyl 1-(2-acetyloxyethoxymethyl)-5-[4-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate 在 氨 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以85%的产率得到
  参考文献：
  名称：

  S-Aryltriazole acyclonucleosides: Synthesis and biological evaluation against hepatitis C virus

  摘要：

  Novel S-aryltriazole acyclonucleosides were designed as structural analogs based on the previously identified antiviral aryltriazole acyclonucleosides in our laboratories. These S-aryltriazole nucleosides were synthesized in excellent yields via SNAr-mediated S-arylation, followed by subsequent ammonolysis. X-ray structural analysis revealed special structural feature brought by the S-linkage, which may represent an unfavorable factor contributing to the lack of anti-HCV activity for this family of triazole nucleosides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.115
• 作为产物：
  描述：

  methyl 1-((2-acetoxyethoxy)methyl)-5-bromo-1H-1,2,4-triazole-3-carboxylate 、 4-(三氟甲基)苯硫酚 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以92%的产率得到Methyl 1-(2-acetyloxyethoxymethyl)-5-[4-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate
  参考文献：
  名称：

  S-Aryltriazole acyclonucleosides: Synthesis and biological evaluation against hepatitis C virus

  摘要：

  Novel S-aryltriazole acyclonucleosides were designed as structural analogs based on the previously identified antiviral aryltriazole acyclonucleosides in our laboratories. These S-aryltriazole nucleosides were synthesized in excellent yields via SNAr-mediated S-arylation, followed by subsequent ammonolysis. X-ray structural analysis revealed special structural feature brought by the S-linkage, which may represent an unfavorable factor contributing to the lack of anti-HCV activity for this family of triazole nucleosides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.115

文献信息

• S-Aryltriazole acyclonucleosides: Synthesis and biological evaluation against hepatitis C virus
  作者：Yang Liu、Yi Xia、Wei Li、Mei Cong、Alain Maggiani、Pieter Leyssen、Fanqi Qu、Johan Neyts、Ling Peng

  DOI：10.1016/j.bmcl.2010.04.115

  日期：2010.6

  Novel S-aryltriazole acyclonucleosides were designed as structural analogs based on the previously identified antiviral aryltriazole acyclonucleosides in our laboratories. These S-aryltriazole nucleosides were synthesized in excellent yields via SNAr-mediated S-arylation, followed by subsequent ammonolysis. X-ray structural analysis revealed special structural feature brought by the S-linkage, which may represent an unfavorable factor contributing to the lack of anti-HCV activity for this family of triazole nucleosides. (C) 2010 Elsevier Ltd. All rights reserved.