(2S,3S,4S)-6-(4-Methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3,4-diol | 179992-17-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4S)-6-(4-Methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3,4-diol
• 英文别名: (2S,3S,4S)-6-[(4-methoxyphenyl)methoxy]-2-methyloxane-3,4-diol
• CAS: 179992-17-7
• 化学式: C₁₄H₂₀O₅
• 分子量: 268.31
• InChiKey: HELBKQLZROWMOT-ROGFAUGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S)-6-(4-Methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3,4-diol 在 吡啶 、 ammonium cerium(IV) nitrate 、 iodonium di(2,4,6-trimethylpyridine) perchlorate 、 4 A molecular sieve 作用下， 以 乙醚 、 二氯甲烷 、 水 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 5.0h， 生成 p-Nitrobenzoyl 3-O-p-nitrobenzoyl-4-O-(3-N-trifluoroacetyl-4-O-p-nitrobenzoyl-α-L-daunosaminyl)-2-deoxy-L-fucoside
  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：

  2,6-脱水-1,5-二脱氧-L-阿拉伯-己-5-烯糖二乙酸酯 在 sodium methylate 、 三苯基膦氢溴酸盐 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (2S,3S,4S)-6-(4-Methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3,4-diol
  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.