(1S,2S,4R,5R)-2,4-Dihydroxy-6,7-diaza-bicyclo[3.2.1]octane-6,7-dicarboxylic acid dibenzyl ester | 882045-43-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1S,2S,4R,5R)-2,4-Dihydroxy-6,7-diaza-bicyclo[3.2.1]octane-6,7-dicarboxylic acid dibenzyl ester
• CAS: 882045-43-4
• 化学式: C₂₂H₂₄N₂O₆
• 分子量: 412.442
• InChiKey: MJBSTLQRQBLMCW-FGYAAKKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  99.54
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (1S,2S,4R,5R)-2,4-Dihydroxy-6,7-diaza-bicyclo[3.2.1]octane-6,7-dicarboxylic acid dibenzyl ester 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (1R,2R,4S,5S)-2,4-Diamino-5-(3-amino-pyridin-2-yloxy)-cyclohexanol
  参考文献：
  名称：

  Guanidinylated 2,5-dideoxystreptamine derivatives as anthrax lethal factor inhibitors

  摘要：

  Anthraxlethal factor is a Zn2+-dependent metalloprotease and the key virulence factor of tripartite anthrax toxin secreted by Bacillus anthracis, the causative agent of anthrax. A series of guanidinylated 2,5-dideoxystreptamine derivatives were designed and synthesized as inhibitors of lethal factor, some of which show strong inhibitory activity against lethal factor in an in vitro FRET assay. Preparation and structure-activity relationships of these compounds are presented. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.038
• 作为产物：
  描述：

  氯甲酸苄酯 、 (1R,2R,4S,5S)-6,7-diazabicyclo[3.2.1]octane-2,4-diol 以 1,4-二氧六环 、 水 为溶剂， 生成 (1S,2S,4R,5R)-2,4-Dihydroxy-6,7-diaza-bicyclo[3.2.1]octane-6,7-dicarboxylic acid dibenzyl ester
  参考文献：
  名称：

  Guanidinylated 2,5-dideoxystreptamine derivatives as anthrax lethal factor inhibitors

  摘要：

  Anthraxlethal factor is a Zn2+-dependent metalloprotease and the key virulence factor of tripartite anthrax toxin secreted by Bacillus anthracis, the causative agent of anthrax. A series of guanidinylated 2,5-dideoxystreptamine derivatives were designed and synthesized as inhibitors of lethal factor, some of which show strong inhibitory activity against lethal factor in an in vitro FRET assay. Preparation and structure-activity relationships of these compounds are presented. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.038