3,6',3''-tri-N-(t-butoxycarbonyl)-isepamicin | 401947-24-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6',3''-tri-N-(t-butoxycarbonyl)-isepamicin
• CAS: 401947-24-8
• 化学式: C₃₇H₆₇N₅O₁₈
• 分子量: 869.962
• InChiKey: RMEWNTBOURHIJW-LKDFFYGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.74
• 重原子数：
  60.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  339.85
• 氢给体数：
  11.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  3,6',3''-tri-N-(t-butoxycarbonyl)-isepamicin 在 苯甲醚 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 51.0h， 生成
  参考文献：
  名称：

  Conjoint molecules of cephalosporins and aminoglycosides

  摘要：

  A general synthetic route to conjoint molecules of cephalosporins and aminoglycosides is described. These molecules were designed as potential substrates for bacterial beta -lactamases, enzymes that hydrolyze the beta -lactam bond of cephalosporins. Hydrolysis of the beta -lactam bond was expected to release the Clo-appended aminoglycoside. Since beta -lactamases are sequestered in the periplasmic space of gram-negative bacteria, this sequence of events would liberate aminoglycoside inside such bacteria. It is expected that such local delivery of aminoglycosides would circumvent the inherent toxicity of aminoglycosides that occurs during systemic exposure within the mammalian host.

  DOI：

  10.1002/1521-4184(200109)334:8/9<295::aid-ardp295>3.0.co;2-3
• 作为产物：
  描述：

  异帕米星 在 palladium on activated charcoal copper diacetate 、 氢气 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 二甲基亚砜 为溶剂， 20.0~60.0 ℃ 、275.79 kPa 条件下， 反应 6.25h， 生成 3,6',3''-tri-N-(t-butoxycarbonyl)-isepamicin
  参考文献：
  名称：

  Conjoint molecules of cephalosporins and aminoglycosides

  摘要：

  A general synthetic route to conjoint molecules of cephalosporins and aminoglycosides is described. These molecules were designed as potential substrates for bacterial beta -lactamases, enzymes that hydrolyze the beta -lactam bond of cephalosporins. Hydrolysis of the beta -lactam bond was expected to release the Clo-appended aminoglycoside. Since beta -lactamases are sequestered in the periplasmic space of gram-negative bacteria, this sequence of events would liberate aminoglycoside inside such bacteria. It is expected that such local delivery of aminoglycosides would circumvent the inherent toxicity of aminoglycosides that occurs during systemic exposure within the mammalian host.

  DOI：

  10.1002/1521-4184(200109)334:8/9<295::aid-ardp295>3.0.co;2-3