[(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-2-methyl-3-[(2S,4S,5S,6S)-6-methyl-5-(4-nitrobenzoyl)oxy-4-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]oxyoxan-4-yl] 4-nitrobenzoate | 180182-59-6

• 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: [(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-2-methyl-3-[(2S,4S,5S,6S)-6-methyl-5-(4-nitrobenzoyl)oxy-4-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]oxyoxan-4-yl] 4-nitrobenzoate
• CAS: 180182-59-6
• 化学式: C₄₈H₄₂F₃N₃O₁₉
• 分子量: 1021.87
• InChiKey: BCERGSCSAVBQQH-UWCQQNEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  73
• 可旋转键数：
  12
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  322
• 氢给体数：
  4
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  [(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-2-methyl-3-[(2S,4S,5S,6S)-6-methyl-5-(4-nitrobenzoyl)oxy-4-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]oxyoxan-4-yl] 4-nitrobenzoate 在 barium dihydroxide 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 Men10749
  参考文献：
  名称：

  New anthracycline disaccharides. Synthesis ofL-daunosaminyl-α(1 →4)-2-deoxy-L-rhamnosyl and ofL-daunosaminyl-α(1 →4)-2-deoxy-L-fucosyl daunorubicin analogues

  摘要：

  The synthesis of the new disaccharide anthracyclines 20, 21, 24 and 25, where the daunosamine moiety is separated from the aglycone by either a rhamnose or a fucose residue, performed following a convergent procedure, gives insight into the configurational requirement of the first sugar residue and opens the way to a new class of antitumour anthracyclines.

  DOI：

  10.1039/p19960001327
• 作为产物：
  描述：

  3,4-二-O-乙酰-1,5-酐-2,6-双脱氧-L-阿拉伯-己-1-糖醇 在 吡啶 、 N-碘代丁二酰亚胺 、 ammonium cerium(IV) nitrate 、 偶氮二异丁腈 、 三氟甲磺酸三甲基硅酯 、 三正丁基氢锡 、 sodium methylate 、 二正丁基氧化锡 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 15.17h， 生成 [(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-2-methyl-3-[(2S,4S,5S,6S)-6-methyl-5-(4-nitrobenzoyl)oxy-4-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]oxyoxan-4-yl] 4-nitrobenzoate
  参考文献：
  名称：

  New anthracycline disaccharides. Synthesis ofL-daunosaminyl-α(1 →4)-2-deoxy-L-rhamnosyl and ofL-daunosaminyl-α(1 →4)-2-deoxy-L-fucosyl daunorubicin analogues

  摘要：

  The synthesis of the new disaccharide anthracyclines 20, 21, 24 and 25, where the daunosamine moiety is separated from the aglycone by either a rhamnose or a fucose residue, performed following a convergent procedure, gives insight into the configurational requirement of the first sugar residue and opens the way to a new class of antitumour anthracyclines.

  DOI：

  10.1039/p19960001327

文献信息

• New anthracycline disaccharides. Synthesis of<scp>L</scp>-daunosaminyl-α(1 →4)-2-deoxy-<scp>L</scp>-rhamnosyl and of<scp>L</scp>-daunosaminyl-α(1 →4)-2-deoxy-<scp>L</scp>-fucosyl daunorubicin analogues
  作者：Fabio Animati、Federico Arcamone、Marco Berettoni、Amalia Cipollone、Maurizio Franciotti、Paolo Lombardi

  DOI：10.1039/p19960001327

  日期：——

  The synthesis of the new disaccharide anthracyclines 20, 21, 24 and 25, where the daunosamine moiety is separated from the aglycone by either a rhamnose or a fucose residue, performed following a convergent procedure, gives insight into the configurational requirement of the first sugar residue and opens the way to a new class of antitumour anthracyclines.