(1R,3S,4R,5R,6S)-4-((2R,3R,4R,5R,6R)-3-Amino-6-aminomethyl-4,5-dimethoxy-tetrahydro-pyran-2-yloxy)-5,6-dimethoxy-cyclohexane-1,3-diamine | 786701-95-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,3S,4R,5R,6S)-4-((2R,3R,4R,5R,6R)-3-Amino-6-aminomethyl-4,5-dimethoxy-tetrahydro-pyran-2-yloxy)-5,6-dimethoxy-cyclohexane-1,3-diamine
• CAS: 786701-95-9
• 化学式: C₁₆H₃₄N₄O₆
• 分子量: 378.469
• InChiKey: PQXHBOSQERHZGB-MLFNNEOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  159.46
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (1R,3S,4R,5R,6S)-4-((2R,3R,4R,5R,6R)-3-Amino-6-aminomethyl-4,5-dimethoxy-tetrahydro-pyran-2-yloxy)-5,6-dimethoxy-cyclohexane-1,3-diamine 在 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 N-[(1R,2S,3R,4R,5S)-5-Guanidino-4-((2R,3R,4R,5R,6R)-3-guanidino-6-guanidinomethyl-4,5-dimethoxy-tetrahydro-pyran-2-yloxy)-2,3-dimethoxy-cyclohexyl]-guanidine
  参考文献：
  名称：

  Selectively guanidinylated derivatives of neamine. Syntheses and inhibition of anthrax lethal factor protease

  摘要：

  A series of mono-, di-, and tri-guanidinylated derivatives of neamine were prepared via selective guanidinylation of neamine. These molecules represent a novel scaffold as inhibitors of anthrax lethal factor zinc metalloprotease. Methods for the synthesis of these compounds are described, and structure-activity relationships among the series are analyzed. In addition, initial findings regarding the mechanism of LF inhibition for these molecules are presented. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.005
• 作为产物：
  描述：

  (2R,3R,4R,5R,6R)-3-Azido-6-azidomethyl-2-((1R,2R,3S,4R,6S)-4,6-diazido-2,3-dimethoxy-cyclohexyloxy)-4,5-dimethoxy-tetrahydro-pyran 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 (1R,3S,4R,5R,6S)-4-((2R,3R,4R,5R,6R)-3-Amino-6-aminomethyl-4,5-dimethoxy-tetrahydro-pyran-2-yloxy)-5,6-dimethoxy-cyclohexane-1,3-diamine
  参考文献：
  名称：

  Selectively guanidinylated derivatives of neamine. Syntheses and inhibition of anthrax lethal factor protease

  摘要：

  A series of mono-, di-, and tri-guanidinylated derivatives of neamine were prepared via selective guanidinylation of neamine. These molecules represent a novel scaffold as inhibitors of anthrax lethal factor zinc metalloprotease. Methods for the synthesis of these compounds are described, and structure-activity relationships among the series are analyzed. In addition, initial findings regarding the mechanism of LF inhibition for these molecules are presented. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.005