p-Methoxybenzyl 3-O-p-nitrobenzoyl-2-deoxyfucoside | 179992-18-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-Methoxybenzyl 3-O-p-nitrobenzoyl-2-deoxyfucoside
• 英文别名: [(2S,3R,4S)-3-hydroxy-6-[(4-methoxyphenyl)methoxy]-2-methyloxan-4-yl] 4-nitrobenzoate
• CAS: 179992-18-8
• 化学式: C₂₁H₂₃NO₈
• 分子量: 417.416
• InChiKey: CFQCSPJLIPVRFI-YTGZDPJASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  p-Methoxybenzyl 3-O-p-nitrobenzoyl-2-deoxyfucoside 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 4.0h， 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 吡啶 、 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 2.0h， 生成 p-Methoxybenzyl 3-O-p-nitrobenzoyl-2-deoxyfucoside
  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.