iso-2'-C-methyl-adenosine | 1044589-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: iso-2'-C-methyl-adenosine
• 英文别名: (2R,3R,4S)-4-[(6-aminopurin-9-yl)methyl]-2-(hydroxymethyl)oxolane-3,4-diol
• CAS: 1044589-69-6
• 化学式: C₁₁H₁₅N₅O₄
• 分子量: 281.271
• InChiKey: XKZDIWACKNPYIJ-HLEGCSNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  140
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  iso-2'-C-methyl-2',3'-O-isopropylidene-5'-O-triphenylmethyl-adenosine 在 盐酸 作用下， 反应 2.0h， 以95%的产率得到iso-2'-C-methyl-adenosine
  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

文献信息

• Synthesis of 2′-C-methyl-branched isonucleosides
  作者：Tony Bouisset、Gilles Gosselin、Ludovic Griffe、Jean-Christophe Meillon、Richard Storer

  DOI：10.1016/j.tet.2008.05.022

  日期：2008.7

  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.