(3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-1-(4-Azido-butyl)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-10-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone | 849659-06-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-1-(4-Azido-butyl)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-10-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone
• CAS: 849659-06-9
• 化学式: C₃₃H₅₄N₄O₁₂
• 分子量: 698.811
• InChiKey: YFXHNWWFVYPMBB-GCZSJWHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  49.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  227.12
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  2-乙炔基吡啶 、 (3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-1-(4-Azido-butyl)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-10-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone 在 copper(l) iodide 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological activity of new 5-O-sugar modified ketolide and 2-fluoro-ketolide antibiotics

  摘要：

  A series of new triazole-containing ketolides and 2-fluoro-ketolides in which the 5-O-desosamine was replaced by unnatural sugars were synthesized and evaluated against relevant macrolide-sensitive and macrolide-resistant respiratory pathogens. Excellent in vitro antibacterial activities were demonstrated for ketolide analogues having the 6'-OBz-3'-dimethylamino-glucose and 6'-OBz-4'-deoxy-3'-dimethylamino-glucose substituents. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.027
• 作为产物：
  描述：

  (2S,3R,4S,5R,6R)-2-(((3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-1-(4-azidobutyl)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8,14-tetraoxotetradecahydro-2H-[1]oxacyclotetradecino[4,3-d]oxazol-10-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triyl tribenzoate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-1-(4-Azido-butyl)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-10-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone
  参考文献：
  名称：

  Synthesis and biological activity of new 5-O-sugar modified ketolide and 2-fluoro-ketolide antibiotics

  摘要：

  A series of new triazole-containing ketolides and 2-fluoro-ketolides in which the 5-O-desosamine was replaced by unnatural sugars were synthesized and evaluated against relevant macrolide-sensitive and macrolide-resistant respiratory pathogens. Excellent in vitro antibacterial activities were demonstrated for ketolide analogues having the 6'-OBz-3'-dimethylamino-glucose and 6'-OBz-4'-deoxy-3'-dimethylamino-glucose substituents. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.027