2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-N-cyclopropyl-4-trityloxybenzamide | 1439403-44-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-N-cyclopropyl-4-trityloxybenzamide
• CAS: 1439403-44-7
• 化学式: C₄₄H₄₃ClN₂O₅
• 分子量: 715.289
• InChiKey: LHFDTXFAJVTHLK-QNGWXLTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  52
• 可旋转键数：
  12
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  80.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-N-cyclopropyl-4-trityloxybenzamide 以 乙醇 为溶剂， 反应 20.0h， 以52%的产率得到2-{[(2S)-3-(5-chloro-1'H,3H-spiro[1-benzofuran-2,4'-piperidin]-1'-yl)-2-hydroxy]oxy}-4-hydroxy-N-methylbenzamide
  参考文献：
  名称：

  Design, synthesis and structure activity relationships of spirocyclic compounds as potent CCR1 antagonists

  摘要：

  A series of CCR1 antagonists based upon spirocyclic compounds 1b and 2b were synthesised in which substituted aniline moiety was replaced with substituted benzamides. In vitro data revealed that CCR1 potency could be retained in such compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.047
• 作为产物：
  描述：

  N-cyclopropyl-2-hydroxy-4-(trityloxy)benzamide 在 caesium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-N-cyclopropyl-4-trityloxybenzamide
  参考文献：
  名称：

  Design, synthesis and structure activity relationships of spirocyclic compounds as potent CCR1 antagonists

  摘要：

  A series of CCR1 antagonists based upon spirocyclic compounds 1b and 2b were synthesised in which substituted aniline moiety was replaced with substituted benzamides. In vitro data revealed that CCR1 potency could be retained in such compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.047

文献信息

• Design, synthesis and structure activity relationships of spirocyclic compounds as potent CCR1 antagonists
  作者：Nafizal Hossain、Svetlana Ivanova、Jonas Bergare、Marguérite Mensonides-Harsema、Martin E. Cooper

  DOI：10.1016/j.bmcl.2013.04.047

  日期：2013.6

  A series of CCR1 antagonists based upon spirocyclic compounds 1b and 2b were synthesised in which substituted aniline moiety was replaced with substituted benzamides. In vitro data revealed that CCR1 potency could be retained in such compounds. (C) 2013 Elsevier Ltd. All rights reserved.