2,2,2-trifluoro-N-[3-hydroxy-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]oxan-4-yl]acetamide | 64845-65-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 蒽环类药物
• 英文名称: 2,2,2-trifluoro-N-[3-hydroxy-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]oxan-4-yl]acetamide
• CAS: 64845-65-4
• 化学式: C₂₉H₃₀F₃NO₁₁
• 分子量: 625.5
• InChiKey: MYWGCKMMRCYBCT-AJYLNEQKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  44
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  192
• 氢给体数：
  6
• 氢受体数：
  14

文献信息

• SYNTHESIS OF EPIRUBICIN FROM 13-DIHYDRODAUNORUBICINE
  申请人：Zabudkin F. Alexander

  公开号：US20070142309A1

  公开（公告）日：2007-06-21

  A method of preparing an anthracyclin such as epirubicin from a starting material comprising 13-dihydrodaunorubicine (13-daunorubicinol). The method comprises producing N-Trifluoroacetyl-13-daunorubicinol from 13-daunorubicinol by acylation. The N-Trifluoroacetyl-13-daunorubicinol is reacted with an aprotic solvent and an acylating agent to produce an intermediate sulfoxy salt which is treated with a strong base to produce 4′-keto-N-Trifluoroacetyldaunorubicin. The 4′-keto-N-Trifluoroacetyldaunorubicin is reacted with a reducing agent, such as borohydride of an alkaline metal, to produce N-Trifluoroacetyl-4′-epi-daunorubicin. The N-Trifluoroacetyl-4′-epi-daunorubicin is hydrolyzed in a basic solution to produce an intermediate compound. The intermediate compound is reacted with a halogenizing agent to produce a 14-Hal-derivative. The 14-Hal derivative is hydrolized in the presence of a formate of an alkaline metal to produce the desired final compound.

  一种从含有13-去氢异柔红霉素（13-去异柔红霉素醇）的起始物质制备类蒽环素（如表柔比星）的方法。该方法包括通过酰化制备N-三氟乙酰基-13-去异柔红霉素醇（13-DA醇）。将N-三氟乙酰基-13-DA醇与无水溶剂和酰化剂反应，产生中间的磺酸盐，该磺酸盐经强碱处理后产生4'-酮基-N-三氟乙酰基异柔红霉素。将4'-酮基-N-三氟乙酰基异柔红霉素与还原剂（如一种碱金属的硼氢化物）反应，产生N-三氟乙酰基-4'-epi-异柔红霉素。将N-三氟乙酰基-4'-epi-异柔红霉素在碱性溶液中水解，产生中间化合物。将中间化合物与卤化剂反应，产生14-Hal衍生物。在碱性金属甲酸盐的存在下水解14-Hal衍生物，产生所需的最终化合物。
• US8802830B2
  申请人：——

  公开号：US8802830B2

  公开（公告）日：2014-08-12