iso-2'-C-methyl-2',3'-O-isopropylidene-5'-O-triphenylmethyl-uridine | 1044589-72-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: iso-2'-C-methyl-2',3'-O-isopropylidene-5'-O-triphenylmethyl-uridine
• CAS: 1044589-72-1
• 化学式: C₃₂H₃₂N₂O₆
• 分子量: 540.616
• InChiKey: VTUSLHDMKNXRFX-KRTZNCOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  91.78
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  iso-2'-C-methyl-2',3'-O-isopropylidene-5'-O-triphenylmethyl-uridine 在 1-甲基吡咯烷 、 三氟乙酸酐 、 对硝基苯酚 、 氨 作用下， 以 乙腈 、 甲醇 为溶剂， 反应 8.5h， 以58%的产率得到iso-2'-C-methyl-2',3'-O-isopropylidene-5'-O-triphenylmethyl-cytidine
  参考文献：
  名称：

  Synthesis of 2′-C-methyl-branched isonucleosides

  摘要：

  Novel regioisomers of 2'-methyl-branched nucleosides were designed and synthesized to mimic potent anti-viral drugs like Valopicitabine. The short and efficient synthesis of the targets involves a one-pot tosylation/cyclization step that leads to an activated furan scaffold on which the isonucleosides were built. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.022
• 作为产物：
  描述：

  (1R,2R,3R)-1-(triphenylmethyloxymethyl)-2,3-O-isopropylidene-3-C-(p-toluenesulfonyloxymethyl)-furan-2,3-diol 、 尿嘧啶 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以61%的产率得到iso-2'-C-methyl-2',3'-O-isopropylidene-5'-O-triphenylmethyl-uridine
  参考文献：
  名称：

  Synthesis of 2′-C-methyl-branched isonucleosides

  摘要：

  Novel regioisomers of 2'-methyl-branched nucleosides were designed and synthesized to mimic potent anti-viral drugs like Valopicitabine. The short and efficient synthesis of the targets involves a one-pot tosylation/cyclization step that leads to an activated furan scaffold on which the isonucleosides were built. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.022