9-N-cyclohexyl-9-N,11-O-methyleneerythromycylamine | 129968-12-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-N-cyclohexyl-9-N,11-O-methyleneerythromycylamine
• CAS: 129968-12-3
• 化学式: C₄₄H₈₀N₂O₁₂
• 分子量: 829.125
• InChiKey: HGYXUCLKQBJPCU-MWGGUEFYSA-N

反应信息

• 作为反应物：
  描述：

  9-N-cyclohexyl-9-N,11-O-methyleneerythromycylamine 在 盐酸 、 potassium phosphate buffer 、 sodium cyanoborohydride 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以90%的产率得到9-N-methyl-9-N-cyclohexylerythromycylamine
  参考文献：
  名称：

  Synthesis and structure-activity relationships of new 9-N-alkyl derivatives of 9(S)-erythromycylamine

  摘要：

  A series of new 9-N-alkyl derivatives of 9(S)-erythromycylamine has been synthesized by reductive alkylation of erythromycylamine with aliphatic aldehydes and sodium cyanoborohydride. Alternative syntheses employing hydrogenation methods have also been developed. These new 9-N-alkyl derivatives possess excellent antimicrobial activity in vitro and in vivo, especially when administered orally to treat experimental infections in mice. From structure-activity studies, 9-N-(1-propyl)erythromycylamine (LY281389) was selected as the most efficacious derivative. These methods have also been extended to the synthesis of some 9-N,N-dialkyl derivatives of erythromycylamine.

  DOI：

  10.1021/jm00173a028