9H-(6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-1-deoxy-β-D-psicofuranosyl)purine | 1166024-64-1

• 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: 9H-(6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-1-deoxy-β-D-psicofuranosyl)purine
• CAS: 1166024-64-1
• 化学式: C₂₀H₃₃N₅O₄Si
• 分子量: 435.599
• InChiKey: UYNBBHGIKJXWJP-FNSSNTJLSA-N

反应信息

• 作为反应物：
  描述：

  9H-(6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-1-deoxy-β-D-psicofuranosyl)purine 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 3.0h， 以0.413 g的产率得到9H-(1-deoxy-3,4-O-isopropylidene-β-D-psicofuranosyl)adenine
  参考文献：
  名称：

  Enhanced activity or resistance of adenosine derivatives towards adenosine deaminase-catalyzed deamination: Influence of ribose modifications

  摘要：

  The effect of the presence of the 1'-C-methyl group and 2',3'-O-substitution in the adenosine structure on ADA activity has been investigated by modeling studies. Results show that the 2'- and 3'-O-substituents are harbored in a quite large cavity of intermediate polarity, whereas the 1'-C-substituent clashes against Ala180 distorting the architecture of the catalytic centre. Globally, the study emphasizes the ability of ADA to transform a large set of 2',3'-O-substituted adenosine analogues as well as the opportunity to design 1'-C-substituted adenosine derivatives resistant to ADA-catalyzed deamination. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.084
• 作为产物：
  描述：

  N6-benzoyl-9H-(6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-1-deoxy-β-D-psicofuranosyl)purine 在 甲醇 作用下， 反应 12.0h， 生成 9H-(6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-1-deoxy-β-D-psicofuranosyl)purine
  参考文献：
  名称：

  Enhanced activity or resistance of adenosine derivatives towards adenosine deaminase-catalyzed deamination: Influence of ribose modifications

  摘要：

  The effect of the presence of the 1'-C-methyl group and 2',3'-O-substitution in the adenosine structure on ADA activity has been investigated by modeling studies. Results show that the 2'- and 3'-O-substituents are harbored in a quite large cavity of intermediate polarity, whereas the 1'-C-substituent clashes against Ala180 distorting the architecture of the catalytic centre. Globally, the study emphasizes the ability of ADA to transform a large set of 2',3'-O-substituted adenosine analogues as well as the opportunity to design 1'-C-substituted adenosine derivatives resistant to ADA-catalyzed deamination. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.084