tert-butyl 3-(3,5-bis(trifluoromethyl)phenyl)-4-((S)-4-(tert-butoxycarbonyl)-2-(4-fluoro-2-methylphenyl)piperazine-1-carbonyl)piperazine-1-carboxylate | 1208864-93-0

• 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: tert-butyl 3-(3,5-bis(trifluoromethyl)phenyl)-4-((S)-4-(tert-butoxycarbonyl)-2-(4-fluoro-2-methylphenyl)piperazine-1-carbonyl)piperazine-1-carboxylate
• CAS: 1208864-93-0
• 化学式: C₃₄H₄₁F₇N₄O₅
• 分子量: 718.712
• InChiKey: IYHBTBURJTVLQR-SSYAZFEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.18
• 重原子数：
  50.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  82.63
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-(3,5-bis(trifluoromethyl)phenyl)-4-((S)-4-(tert-butoxycarbonyl)-2-(4-fluoro-2-methylphenyl)piperazine-1-carbonyl)piperazine-1-carboxylate 在 三氟乙酸 、 potassium carbonate 、 盐酸 作用下， 以 二氯甲烷 、 水 、 乙醚 为溶剂， 生成 (2S)-2-[3,5-bis(trifluoromethyl)phenyl]-1-{[(2S)-2-(4-fluoro-2-methylphenyl)-1-piperazinyl]carbonyl}piperazine 、 (2R)-2-[3,5-bis(trifluoromethyl)phenyl]-1-{[(2S)-2-(4-fluoro-2-methylphenyl)-1-piperazinyl]carbonyl}piperazine
  参考文献：
  名称：

  Synthesis and pharmacological characterization of constrained analogues of Vestipitant as in vitro potent and orally active NK1 receptor antagonists

  摘要：

  A focused exploration targeting conformationally restricted analogues of Vestipitant, resulted in the discovery of novel, in vitro potent NK1 antagonists. In particular, two of the compounds reported exhibited a good pharmacokinetic (PK) profile and produced anxiolytic-like effects in the gerbil foot tapping (GFT) in vivo model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.078
• 作为产物：
  描述：

  三光气 、 1,1-dimethylethyl (3S)-3-(4-fluoro-2-methylphenyl)-1-piperazinecarboxylate 、 3-(3,5-Bis-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester 在 三乙胺 作用下， 反应 1.0h， 以40%的产率得到tert-butyl 3-(3,5-bis(trifluoromethyl)phenyl)-4-((S)-4-(tert-butoxycarbonyl)-2-(4-fluoro-2-methylphenyl)piperazine-1-carbonyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis and pharmacological characterization of constrained analogues of Vestipitant as in vitro potent and orally active NK1 receptor antagonists

  摘要：

  A focused exploration targeting conformationally restricted analogues of Vestipitant, resulted in the discovery of novel, in vitro potent NK1 antagonists. In particular, two of the compounds reported exhibited a good pharmacokinetic (PK) profile and produced anxiolytic-like effects in the gerbil foot tapping (GFT) in vivo model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.078