[2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-[(4-methoxyphenyl)methoxy]phenyl]-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]methanone | 1439403-45-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: [2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-[(4-methoxyphenyl)methoxy]phenyl]-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]methanone
• CAS: 1439403-45-8
• 化学式: C₃₆H₄₄ClN₃O₆
• 分子量: 650.215
• InChiKey: ULUMGWCDAXXZKQ-VMPREFPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  46
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  83.9
• 氢给体数：
  1
• 氢受体数：
  8

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]-4-[(4-methoxyphenyl)methoxy]phenyl]-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]methanone 在 三氟乙酸 作用下， 以32%的产率得到[2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-hydroxyphenyl]-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]methanone
  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：

  2-羟基-4-[(4-甲氧基苄基)氧基]苯甲酸甲酯 在 caesium carbonate 、 N,N'-羰基二咪唑 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 63.0h， 生成 [2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-[(4-methoxyphenyl)methoxy]phenyl]-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]methanone
  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