9-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-2-(2-phenoxyacetamido)-9H-purin-6-yl 2,4,6-triisopropylbenzenesulfonate | 906320-57-8

• 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: 9-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-2-(2-phenoxyacetamido)-9H-purin-6-yl 2,4,6-triisopropylbenzenesulfonate
• CAS: 906320-57-8
• 化学式: C₄₅H₆₉N₅O₈SSi₂
• 分子量: 896.309
• InChiKey: MHZAPJQVOZLLGQ-QOZRZDGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.68
• 重原子数：
  61.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  152.99
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  9-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-2-(2-phenoxyacetamido)-9H-purin-6-yl 2,4,6-triisopropylbenzenesulfonate 在 1-甲基吡咯烷 、 吡啶 、 四氮唑 、 triethylamine tris(hydrogen fluoride) 、 三乙胺 、 二异丙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 23.5h， 生成
  参考文献：
  名称：

  Remarkable stabilization of antiparallel DNA triplexes by strong stacking effects of consecutively modified nucleobases containing thiocarbonyl groups

  摘要：

  The consecutive arrangement of 2'-deoxy-6-thioguanosines (s(6)Gs) and 4-thiothymidines (s(4)Ts) in antiparallel triplex-forming oligonucleotides (TFOs) considerably stabilized the resulting antiparallel triplexes with high base recognition ability by the strong stacking effects of thiocarbonyl groups. This result was remarkable because chemical modifications of the sugar moieties and nucleobases of antiparallel TFOs generally destabilize triplex structures. Moreover, in comparison with unmodified TFOs, it was found that TFOs containing s(6)Gs and s(4)Ts could selectively bind to the complementary DNA duplex but not to mismatched DNA duplexes or single-stranded RNA. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.079
• 作为产物：
  描述：

  2,4,6-三异丙基苯磺酰氯 、 3’,5’-O-bis(tert-butydimethylsilyl)-N²-phenoxyacetyl-2’-deoxyguanosine 在 四丁基溴化铵 、 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 9-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-2-(2-phenoxyacetamido)-9H-purin-6-yl 2,4,6-triisopropylbenzenesulfonate
  参考文献：
  名称：

  Remarkable stabilization of antiparallel DNA triplexes by strong stacking effects of consecutively modified nucleobases containing thiocarbonyl groups

  摘要：

  The consecutive arrangement of 2'-deoxy-6-thioguanosines (s(6)Gs) and 4-thiothymidines (s(4)Ts) in antiparallel triplex-forming oligonucleotides (TFOs) considerably stabilized the resulting antiparallel triplexes with high base recognition ability by the strong stacking effects of thiocarbonyl groups. This result was remarkable because chemical modifications of the sugar moieties and nucleobases of antiparallel TFOs generally destabilize triplex structures. Moreover, in comparison with unmodified TFOs, it was found that TFOs containing s(6)Gs and s(4)Ts could selectively bind to the complementary DNA duplex but not to mismatched DNA duplexes or single-stranded RNA. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.079