(3R,5R,6R,7S,8S,9R,12R,13S)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-12-ethyl-5-hydroxy-8-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,13-pentamethyl-11,14-dioxa-1-azabicyclo[11.2.1]hexadecan-10-one | 142635-19-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,5R,6R,7S,8S,9R,12R,13S)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-12-ethyl-5-hydroxy-8-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,13-pentamethyl-11,14-dioxa-1-azabicyclo[11.2.1]hexadecan-10-one
• CAS: 142635-19-6
• 化学式: C₃₆H₆₆N₂O₁₁
• 分子量: 702.927
• InChiKey: UQUOBGHZNXOTDZ-UKJOBLFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  49
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  149
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  3'-N-demethyl-9,12-epoxy-12-formyl-10,11-nor-3'-N-(phenylsulfonyl)erythromycin A 在 盐酸羟胺 作用下， 以 吡啶 为溶剂， 反应 1.5h， 生成 (3R,5R,6R,7S,8S,9R,12R,13S)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-12-ethyl-5-hydroxy-8-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,13-pentamethyl-11,14-dioxa-1-azabicyclo[11.2.1]hexadecan-10-one
  参考文献：
  名称：

  New macrolide antibiotics: synthesis of a 14-membered azalide

  摘要：

  The first example of a 14-membered azalide antibiotic (5) has been prepared. The key steps are sequential oxidative cleavage processes converting furanone 12 to aldehyde 14 and the subsequent reductive rearrangement of oxime 15 to amine 20.

  DOI：

  10.1021/jo00042a011

文献信息

• New macrolide antibiotics: synthesis of a 14-membered azalide
  作者：A. Brian Jones

  DOI：10.1021/jo00042a011

  日期：1992.7

  The first example of a 14-membered azalide antibiotic (5) has been prepared. The key steps are sequential oxidative cleavage processes converting furanone 12 to aldehyde 14 and the subsequent reductive rearrangement of oxime 15 to amine 20.