(2S,3R,4S,5S)-4-amino-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)tetrahydro-2H-pyran-3,5-diyl dibenzoate | 849659-01-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R,4S,5S)-4-amino-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)tetrahydro-2H-pyran-3,5-diyl dibenzoate
• CAS: 849659-01-4
• 化学式: C₄₆H₆₁N₅O₁₃
• 分子量: 892.016
• InChiKey: DGCXJRANAIOHQK-ZXABLVGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.99
• 重原子数：
  64.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  245.05
• 氢给体数：
  1.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 (2S,3R,4S,5S)-4-amino-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)tetrahydro-2H-pyran-3,5-diyl dibenzoate 在 三乙酰氧基硼氢化钠 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,3R,4S,5S)-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)-4-(dimethylamino)tetrahydro-2H-pyran-3,5-diyl dibenzoate
  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：

  11-N-(4-azidobutyl)-6-O-methyl-5-hydroxy-3-oxoerythronolide A 11,12-carbamate 在 哌啶 、 N-碘代丁二酰亚胺 、 silver trifluoromethanesulfonate 、 Di-tert-butylpyridine 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,3R,4S,5S)-4-amino-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)tetrahydro-2H-pyran-3,5-diyl dibenzoate
  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