[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-ethyl-3,4,9-trihydroxy-12-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-3,5,7,9,11,13-hexamethyl-14-oxo-oxacyclotetradec-6-yl]-carbamic acid benzyl ester | 79617-15-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-ethyl-3,4,9-trihydroxy-12-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-3,5,7,9,11,13-hexamethyl-14-oxo-oxacyclotetradec-6-yl]-carbamic acid benzyl ester
• CAS: 79617-15-5
• 化学式: C₄₅H₇₆N₂O₁₄
• 分子量: 869.103
• InChiKey: NGTQLHSPVYITFJ-QKDVKRHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  61.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  215.17
• 氢给体数：
  6.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  [10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-ethyl-3,4,9-trihydroxy-12-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-3,5,7,9,11,13-hexamethyl-14-oxo-oxacyclotetradec-6-yl]-carbamic acid benzyl ester 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of BODIPY®–erythromycin probes for bacterial ribosomes

  摘要：

  BODIPY (R)-erythromycin probes of bacterial ribosomes were designed and synthesized by attaching a BODIPY (R) fluorophore to the 4"- and 9-positions of the erythromycin structure. The probes exhibited excellent binding affinity to bacterial ribosomes and competed with erythromycin and other drugs whose binding sites are in the same vicinity of the 50S subunit. The synthetic fluorescent probe 5 was successfully adapted in our ultra high-throughput screening (uHTS) to identify novel ribosome inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.028
• 作为产物：
  描述：

  红霉素A肟 在 甲醇 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 [10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-ethyl-3,4,9-trihydroxy-12-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-3,5,7,9,11,13-hexamethyl-14-oxo-oxacyclotetradec-6-yl]-carbamic acid benzyl ester
  参考文献：
  名称：

  一种同位素标记的红霉胺的合成方法

  摘要：

  本发明公开了一种同位素标记的红霉胺的合成方法，属于药物代谢领域，提供一种工艺设计合理，可操作性强，得率高，可高效的将同位素标记的原料转化为标记目标产物，可实现工业化生产同位素标记的红霉胺的合成方法。本发明以13CD3标记的碘甲烷为起始原料，经六步反应合成得到，通过大量实验筛选出最优的制备步骤和反应条件，整个工艺设计合理，可操作性强，可高效的将标记的原料转化为标记目标产物，本发明制备得到的标记的红霉胺，化学纯度可达98.5%以上，并且标记同位素丰度>98.5%。

  公开号：

  CN111423482B

文献信息

• Synthesis and structure–activity relationship of a novel class of 15-membered macrolide antibiotics known as ‘11a-azalides’
  作者：Tomohiro Sugimoto、Tetsuya Tanikawa、Keiko Suzuki、Yukiko Yamasaki

  DOI：10.1016/j.bmc.2012.08.007

  日期：2012.10

  Macrolide antibiotics are widely prescribed for the treatment of respiratory tract infections; however, the increasing prevalence of macrolide-resistant pathogens is a public health concern. Therefore, the development of new macrolide scaffolds with activities against resistant pathogens is urgently needed. An efficient method for reconstructing the erythromycin A macrolactone skeleton has been established. Based on this methodology, novel 15-membered macrolides, known as '11a-azalides', with substituents at the C12, C13, or C4 '' positions were synthesized and their antibacterial activities were evaluated. These derivatives showed promising antibacterial activities against erythromycin-resistant Streptococcus pneumoniae. Among them, the C4 '' substituted derivatives had the most potent activity against erythromycin-resistant S. pneumoniae. (C) 2012 Elsevier Ltd. All rights reserved.