(8R,10R,11R,12S,13S,14R)-11-((2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-10-hydroxy-13-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-8,10,12,14-tetramethyl-1-oxa-7-aza-cyclopentadecan-15-one | 152579-28-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (8R,10R,11R,12S,13S,14R)-11-((2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-10-hydroxy-13-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-8,10,12,14-tetramethyl-1-oxa-7-aza-cyclopentadecan-15-one
• CAS: 152579-28-7
• 化学式: C₃₃H₆₂N₂O₁₀
• 分子量: 646.863
• InChiKey: IXTILBJHFOHUIA-LYEIKOAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  45.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  148.41
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 (8R,10R,11R,12S,13S,14R)-11-((2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-10-hydroxy-13-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-8,10,12,14-tetramethyl-1-oxa-7-aza-cyclopentadecan-15-one 在 sodium cyanoborohydride 作用下， 以85%的产率得到
  参考文献：
  名称：

  Chimeric azalides with simplified western portions

  摘要：

  A series of chimeric azalides which are homologous to the azalide antibiotics 2 and 4 in their eastern halves but which have functionally simplified western halves have been semisynthesized from erythromycin A. These chimeric azalides include both macrolactones and macrolactams and vary in ring size from 13 to 16 members. The synthesis, which establishes the ring via a macrolactonization or macrolactamization reaction, requires no protecting groups on the eastern half of the molecule, including the sugars.

  DOI：

  10.1016/s0040-4039(00)73915-3
• 作为产物：
  描述：

  在 1,8-二甲氧基萘 、 肼 作用下， 以 乙醇 为溶剂， 以70%的产率得到(8R,10R,11R,12S,13S,14R)-11-((2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-10-hydroxy-13-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-8,10,12,14-tetramethyl-1-oxa-7-aza-cyclopentadecan-15-one
  参考文献：
  名称：

  Chimeric azalides with simplified western portions

  摘要：

  A series of chimeric azalides which are homologous to the azalide antibiotics 2 and 4 in their eastern halves but which have functionally simplified western halves have been semisynthesized from erythromycin A. These chimeric azalides include both macrolactones and macrolactams and vary in ring size from 13 to 16 members. The synthesis, which establishes the ring via a macrolactonization or macrolactamization reaction, requires no protecting groups on the eastern half of the molecule, including the sugars.

  DOI：

  10.1016/s0040-4039(00)73915-3