tert-butyl (3R,4S)-3-{[(cyclopropyl)(3-(3-methoxypropyl)-5-{[1-(2H-tetrazol-5-ylmethyl)cyclopropyl]methoxy}benzyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate | 1087347-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: tert-butyl (3R,4S)-3-{[(cyclopropyl)(3-(3-methoxypropyl)-5-{[1-(2H-tetrazol-5-ylmethyl)cyclopropyl]methoxy}benzyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate
• 英文别名: tert-butyl (3R,4S)-3-[cyclopropyl-[[3-(3-methoxypropyl)-5-[[1-(2H-tetrazol-5-ylmethyl)cyclopropyl]methoxy]phenyl]methyl]carbamoyl]-4-[4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl]piperidine-1-carboxylate
• CAS: 1087347-37-2
• 化学式: C₄₆H₅₈Cl₂N₆O₇
• 分子量: 877.909
• InChiKey: KLLCIKFBHIRTDR-AMAPPZPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  61
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  141
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  tert-butyl (3R,4S)-3-{[(cyclopropyl)(3-(3-methoxypropyl)-5-{[1-(2H-tetrazol-5-ylmethyl)cyclopropyl]methoxy}benzyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (3R,4S)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-3-carboxylic acid (cyclopropyl)(3-(3-methoxypropyl)-5-{[1-(2H-tetrazol-5-ylmethyl)cyclopropyl]methoxy}benzyl)amide
  参考文献：
  名称：

  The discovery and synthesis of potent zwitterionic inhibitors of renin

  摘要：

  The incorporation of a carboxylic acid within in a series of 3-amido-4-aryl substituted piperidines (represented by general structure 32) led to the discovery of potent, zwitterionic, renin inhibitors with improved off-target profiles (CYP3A4 time-dependent inhibition and hERG affinity) relative to analogous non-zwitterionic inhibitors of the past (i.e., 3). Strategies to address the oral absorption of these zwitterions are also discussed within. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.067
• 作为产物：
  描述：

  1-羟甲基环丙基乙腈 在 caesium carbonate 、 三乙胺 、 三正丁基叠氮化锡 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 tert-butyl (3R,4S)-3-{[(cyclopropyl)(3-(3-methoxypropyl)-5-{[1-(2H-tetrazol-5-ylmethyl)cyclopropyl]methoxy}benzyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate
  参考文献：
  名称：

  WO2008/141462

  摘要：

  公开号：

文献信息

• WO2008/141462
  申请人：——

  公开号：——

  公开（公告）日：——
• The discovery and synthesis of potent zwitterionic inhibitors of renin
  作者：Renee Aspiotis、Austin Chen、Elizabeth Cauchon、Daniel Dubé、Jean-Pierre Falgueyret、Sébastien Gagné、Michel Gallant、Erich L. Grimm、Robert Houle、Hélène Juteau、Patrick Lacombe、Sébastien Laliberté、Jean-François Lévesque、Dwight MacDonald、Dan McKay、M. David Percival、Patrick Roy、Stephen M. Soisson、Tom Wu

  DOI：10.1016/j.bmcl.2011.02.067

  日期：2011.4

  The incorporation of a carboxylic acid within in a series of 3-amido-4-aryl substituted piperidines (represented by general structure 32) led to the discovery of potent, zwitterionic, renin inhibitors with improved off-target profiles (CYP3A4 time-dependent inhibition and hERG affinity) relative to analogous non-zwitterionic inhibitors of the past (i.e., 3). Strategies to address the oral absorption of these zwitterions are also discussed within. (C) 2011 Elsevier Ltd. All rights reserved.