| 497832-46-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 497832-46-9
• 化学式: C₅₇H₁₁₆N₂O₁₃Si₃
• 分子量: 1121.81
• InChiKey: DWKWQNBIUVZMOV-FMCAAHRDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.71
• 重原子数：
  75.0
• 可旋转键数：
  37.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  172.94
• 氢给体数：
  3.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  在 2,4,6-三氯苯甲酰氯 、 水 、 三乙酰氧基硼氢化钠 、 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of a Novel Class of 15-Membered Macrolide Antibiotics, “11a-Azalides”

  摘要：

  An efficient method for the reconstruction of the 9-dihydroerythromycin A macrolactone skeleton has been established. The key steps are oxidative cleavage at the 11,12-position and reconstruction after insertion of an appropriate functionalized amino alcohol. Novel 15-membered macrolides, we named as "11a-azalides", were synthesized based on the above methodology and evaluated for their antibacterial activity. Among them, (13R)-benzyloxyrnethyl-11a-azalide showed the most potent Streptococcus pneumoniae activity, with improved activity against a representative erythromycin-resistant strain compared to clarithromycin (CAM).

  DOI：

  10.1021/ml100252s
• 作为产物：
  描述：

  (9S)-9,2',4''-O-tris(triethylsilyl)-9-dihydroerythromycin A 在 lead(IV) tetraacetate 、 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of a Novel Class of 15-Membered Macrolide Antibiotics, “11a-Azalides”

  摘要：

  An efficient method for the reconstruction of the 9-dihydroerythromycin A macrolactone skeleton has been established. The key steps are oxidative cleavage at the 11,12-position and reconstruction after insertion of an appropriate functionalized amino alcohol. Novel 15-membered macrolides, we named as "11a-azalides", were synthesized based on the above methodology and evaluated for their antibacterial activity. Among them, (13R)-benzyloxyrnethyl-11a-azalide showed the most potent Streptococcus pneumoniae activity, with improved activity against a representative erythromycin-resistant strain compared to clarithromycin (CAM).

  DOI：

  10.1021/ml100252s