4-[4-(4-{4-[(3R,5R)-5-(2,4-Difluoro-phenyl)-5-[1,2,4]triazol-1-ylmethyl-tetrahydro-furan-3-ylmethoxy]-phenyl}-piperazin-1-yl)-phenyl]-2-[(1S,2S)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-propyl]-2,4-dihydro-[1,2,4]triazol-3-one | 171228-59-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-[4-(4-{4-[(3R,5R)-5-(2,4-Difluoro-phenyl)-5-[1,2,4]triazol-1-ylmethyl-tetrahydro-furan-3-ylmethoxy]-phenyl}-piperazin-1-yl)-phenyl]-2-[(1S,2S)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-propyl]-2,4-dihydro-[1,2,4]triazol-3-one
• CAS: 171228-59-4
• 化学式: C₄₂H₅₄F₂N₈O₅Si
• 分子量: 817.024
• InChiKey: AKBZCEOQIGKXDB-MFTHOUQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.52
• 重原子数：
  58.0
• 可旋转键数：
  17.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  113.93
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  4-[4-(4-{4-[(3R,5R)-5-(2,4-Difluoro-phenyl)-5-[1,2,4]triazol-1-ylmethyl-tetrahydro-furan-3-ylmethoxy]-phenyl}-piperazin-1-yl)-phenyl]-2-[(1S,2S)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-propyl]-2,4-dihydro-[1,2,4]triazol-3-one 在 盐酸 作用下， 生成 4-[4-(4-{4-[(3R,5R)-5-(2,4-Difluoro-phenyl)-5-[1,2,4]triazol-1-ylmethyl-tetrahydro-furan-3-ylmethoxy]-phenyl}-piperazin-1-yl)-phenyl]-2-((1S,2S)-2-hydroxy-1-methyl-propyl)-2,4-dihydro-[1,2,4]triazol-3-one
  参考文献：
  名称：

  Hydroxylated analogues of the orally active broad spectrum antifungal, Sch 51048 (1), and the discovery of posaconazole [Sch 56592; 2 or (S,S)-5]

  摘要：

  As part of a detailed study, the syntheses, biological activities, and pharmacokinetic properties of hydroxylated analogues of the previously described broad spectrum antifungal agents, Sch 51048 (1), Sch 50001 (3), and Sch 50002 (4), are described. Based on an overall superior profile, one of the alcohols, Sch 56592 (2), was selected for clinical studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.031
• 作为产物：
  描述：

  (2R,3S)-3-(2-Trimethylsilanyl-ethoxymethoxy)-butan-2-ol 在 吡啶 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-[4-(4-{4-[(3R,5R)-5-(2,4-Difluoro-phenyl)-5-[1,2,4]triazol-1-ylmethyl-tetrahydro-furan-3-ylmethoxy]-phenyl}-piperazin-1-yl)-phenyl]-2-[(1S,2S)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-propyl]-2,4-dihydro-[1,2,4]triazol-3-one
  参考文献：
  名称：

  Hydroxylated analogues of the orally active broad spectrum antifungal, Sch 51048 (1), and the discovery of posaconazole [Sch 56592; 2 or (S,S)-5]

  摘要：

  As part of a detailed study, the syntheses, biological activities, and pharmacokinetic properties of hydroxylated analogues of the previously described broad spectrum antifungal agents, Sch 51048 (1), Sch 50001 (3), and Sch 50002 (4), are described. Based on an overall superior profile, one of the alcohols, Sch 56592 (2), was selected for clinical studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.031