tert-butyl (S)-5-butyl-2-oxo-1-oxa-3,9-diazaspiro[5.5]undecane-9-carboxylate | 862297-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: tert-butyl (S)-5-butyl-2-oxo-1-oxa-3,9-diazaspiro[5.5]undecane-9-carboxylate
• CAS: 862297-13-0
• 化学式: C₁₇H₃₀N₂O₄
• 分子量: 326.436
• InChiKey: FSWCZAYIOFHHIG-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-5-butyl-2-oxo-1-oxa-3,9-diazaspiro[5.5]undecane-9-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Spiropiperidine CCR5 antagonists

  摘要：

  A novel series of CCR5 antagonists has been identified, utilizing leads from high-throughput screening which were further modified based on insights from competitor molecules. Lead optimization was pursued by balancing opposing trends of metabolic stability and potency. Selective and potent analogs with good pharmacokinetic properties were successfully developed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.122
• 作为产物：
  描述：

  Carbonyldiimidazole 、 tert-butyl (S)-4-(1-aminohexan-2-yl)-4-hydroxypiperidine-1-carboxylate 以 四氢呋喃 为溶剂， 以69%的产率得到tert-butyl (S)-5-butyl-2-oxo-1-oxa-3,9-diazaspiro[5.5]undecane-9-carboxylate
  参考文献：
  名称：

  Spiropiperidine CCR5 antagonists

  摘要：

  A novel series of CCR5 antagonists has been identified, utilizing leads from high-throughput screening which were further modified based on insights from competitor molecules. Lead optimization was pursued by balancing opposing trends of metabolic stability and potency. Selective and potent analogs with good pharmacokinetic properties were successfully developed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.122

文献信息

• Evaluation of a 4-aminopiperidine replacement in several series of CCR5 antagonists
  作者：Rémy C. Lemoine、Ann C. Petersen、Lina Setti、Lijing Chen、Jutta Wanner、Andreas Jekle、Gabrielle Heilek、André deRosier、Changhua Ji、David M. Rotstein

  DOI：10.1016/j.bmcl.2010.02.004

  日期：2010.3

  The bicyclic 5-amino-3-azabicyclo[3.3.0]octanes were shown to be effective replacements for the conformationally restricted 4-aminopiperidine ring found in several series of CCR5 antagonists. (C) 2010 Elsevier Ltd. All rights reserved.