2-fluoro-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine | 133947-31-6

• 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: 2-fluoro-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine
• 英文别名: 9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-2-fluoro-1H-purin-6-one
• CAS: 133947-31-6
• 化学式: C₃₁H₂₉FN₄O₆
• 分子量: 572.593
• InChiKey: MOFYTTDFEKJNNW-JIMJEQGWSA-N

物化性质

• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  42
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-fluoro-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine 在 吡啶 作用下， 反应 48.0h， 生成 5'-O-dimethoxytrityl-2-N-[tris(N,N',N"-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine
  参考文献：
  名称：

  Synthesis of Polyaminooligonucleotides and Their Combinatorial Libraries

  摘要：

  A synthesis of phosphoramidites of 2'-deqxyadenosine and 2'-deoxyguanosine carrying a protected spermine moiety at N-6 and N-2 positions respectively is described. An approach to analyse properties of polyaminooligonucleotides using their synthetic combinatorial libraries is described and discussed. A synthesis of a polyaminooligonucleotide combinatorial library was carried out and the analysis of the library clearly showed that the presence of spermine moieties in oligodeoxyribonucleotides increases stability of their complexes.

  DOI：

  10.1080/07328319908044749
• 作为产物：
  描述：

  2-fluoro-O⁶-benzyl-2'-deoxyinosine 在 palladium on activated charcoal 2,6-二甲基吡啶 、 氢气 、 lithium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 生成 2-fluoro-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine
  参考文献：
  名称：

  A Rapid, High-Yield Method for 5′-Hydroxyl Protection in Very Reactive and Amino Group Modified Nucleosides Using Dimethoxytrityl Tetrafluoroborate

  摘要：

  The conventional method for 4,4'-dimethoxytrityl (DMT) etherification of the 5'-hydroxyl termini in deoxynucleosides that are either highly reactive or those bearing modifications at the exocyclic amino group can be quite problematic, and in several cases the yields are at best mediocre. Herein, we report a rapid, convenient and general procedure for the facile 5'-hydroxyl protection of these nucleosides in exceptionally high yields using DM(+)BF(4)(.). This reagent is particularly useful for the preparation of 5'-O-DMT ethers of nucleosides that are either synthetically valuable or for those that undergo degradation under standard conditions.

  DOI：

  10.1080/07328319608002032

文献信息

• New strategy for the synthesis of oligodeoxynucleotides bearing adducts at exocyclic amino sites of purine nucleosides
  作者：Constance M. Harris、Liang Zhou、Eric A. Strand、Thomas M. Harris

  DOI：10.1021/ja00011a044

  日期：1991.5

  stereochemical control of adduction. In this method the natural polarity of reaction, i.e., with the heterocyclic base as the nucleophilic species and the adducting moiety as electrophile, is reversed. Thus, an amino derivative of the mutagen is used to displace halogen from the appropriate halo-substituted heterocyclic species. The key to the present method is that the displacement reaction is carried

  报告一种新的低聚后策略，该策略提供了对加合物的完整区域化学和立体化学控制。在该方法中，反应的自然极性，即杂环碱作为亲核物质而加合部分作为亲电试剂被逆转。因此，诱变剂的氨基衍生物用于从合适的卤代杂环物质中置换卤素。本方法的关键是在低聚物仍附着在固体载体上时进行置换反应
• HARRIS, CONSTANCE M.;ZHOU, LIANG;STRAND, ERIC A.;HARRIS, THOMAS M., J. AMER. CHEM. SOC., 113,(1991) N1, C. 4328-4329
  作者：HARRIS, CONSTANCE M.、ZHOU, LIANG、STRAND, ERIC A.、HARRIS, THOMAS M.

  DOI：——

  日期：——