N²,O^3',O^5'-tribenzoyl-2'-deoxyguanosine | 78763-67-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N²,O^3',O^5'-tribenzoyl-2'-deoxyguanosine
• 英文别名: 2'-Deoxy-N²,3'-O-tribenzoylguanosine；[(2R,3S,5R)-5-(2-benzamido-6-oxo-1H-purin-9-yl)-3-benzoyloxyoxolan-2-yl]methyl benzoate
• CAS: 78763-67-4
• 化学式: C₃₁H₂₅N₅O₇
• 分子量: 579.569
• InChiKey: HXLPIODNCVXLAK-RBZQAINGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  150
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2'-O-(Thiobenzoyl)-N2,3'-O,5'-O-tribenzoylguanosine 在 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 以85%的产率得到N²,O^3',O^5'-tribenzoyl-2'-deoxyguanosine
  参考文献：
  名称：

  Synthesis of 2'-deoxynucleosides by deoxygenation of ribonucleosides

  摘要：

  DOI：

  10.1021/jo00334a043

文献信息

• Benzoyl Cyanide: A Mild and Efficient Reagent for Benzoylation of Nucleosides
  作者：Ashok K. Prasad、Vineet Kumar、Jyotirmoy Maity、Zhiwei Wang、Vasulinga T. Ravikumar、Yogesh S. Sanghvi、Virinder S. Parmar

  DOI：10.1081/scc-200051693

  日期：2005.4.1

  Abstract Efficient benzoylation of various nucleosides has been accomplished in pyridine with a catalytic amount of DMAP and benzoyl cyanide under mild conditions.

  摘要 在温和条件下，使用催化量的 DMAP 和苯甲酰氰在吡啶中实现了各种核苷的有效苯甲酰化。
• MILD, EFFICIENT, SELECTIVE AND “GREEN” BENZOYLATION OF NUCLEOSIDES USING BENZOYL CYANIDE IN IONIC LIQUID
  作者：Ashok K. Prasad、Vineet Kumar、Jyotirmoy Maity、Yogesh S. Sanghvi、Vasulinga T. Ravikumar、Virinder S. Parmar

  DOI：10.1081/ncn-200060065

  日期：2005.4.1

  Use of benzoyl cyanide (BzCN) for benzoylation Of nucleasides has been studied, both in pyridine and in ionic liquid. BzCN in 1-methoxyethyl-3-methylimidazolium methanesulfonate as ionic liquid has been found to be a "green" alternative compared to the pyridine-BzCN system An efficient and selective benzoylation of nucleosides of both, the 2'-deoxy- and the ribo-series at ambient temperature was accomplished.