5'-O-(4,4'-dimethoxytrityl)-2'-O-tetrahydrofuran-2-yl-N6-benzoyl-L-adenosine | 868663-28-9

• 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: 5'-O-(4,4'-dimethoxytrityl)-2'-O-tetrahydrofuran-2-yl-N6-benzoyl-L-adenosine
• 英文别名: 5'-O-(4,4'-dimethoxytrityl)-2'-O-tetrahydrofuran-2-yl-N⁶-benzoyl-L-adenosine
• CAS: 868663-28-9
• 化学式: C₄₂H₄₁N₅O₈
• 分子量: 743.816
• InChiKey: VNSDAECMLASXDW-SJCXWISUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  55.0
• 可旋转键数：
  13.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  148.31
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  5'-O-(4,4'-dimethoxytrityl)-2'-O-tetrahydrofuran-2-yl-N6-benzoyl-L-adenosine 、 1-[(2-氯苯氧基)-(1,2,4-三唑-1-基)磷酰基]-1,2,4-三唑 、 三乙胺 在 三乙基碳酸氢铵缓冲液 作用下， 以 1,4-二氧六环 为溶剂， 以1.24 g的产率得到triethilamine 5'-O-(4,4'-dimethoxytrityl)-2'-O-tetrahydrofuran-2-yl-N⁶-benzoyl-L-adenosine 3'-O-(2-chlorophenyl)phosphate
  参考文献：
  名称：

  Synthesis and structural characterization of diastereomeric isomers of RNA trimer adenylyl(3′-5′)adenylyl(3′-5′)adenosine

  摘要：

  We have synthesized the diastereomeric isomers of adenylyl(3'-5')adenylyl(3'-5')adenosine (ApApA), and investigated their helical structures and hybridization properties with D-poly(U) by circular dichroism (CD) and UV melting experiments. The configuration of the 5'-end residue of ApApA has little effect on the helical structure. The configuration of the 3'-end residue has little effect on the stability of the triplex, and the chiral modifications cause complicated effects on the helical structure of ApApA and its triplex-forming ability with D-poly(U), depending on the site of the modification. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.07.026
• 作为产物：
  描述：

  N⁶-benzoyl-β-L-adenosine 在 吡啶 、 四丁基氟化铵 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 为溶剂， 生成 5'-O-(4,4'-dimethoxytrityl)-2'-O-tetrahydrofuran-2-yl-N6-benzoyl-L-adenosine
  参考文献：
  名称：

  Synthesis and structural characterization of diastereomeric isomers of RNA trimer adenylyl(3′-5′)adenylyl(3′-5′)adenosine

  摘要：

  We have synthesized the diastereomeric isomers of adenylyl(3'-5')adenylyl(3'-5')adenosine (ApApA), and investigated their helical structures and hybridization properties with D-poly(U) by circular dichroism (CD) and UV melting experiments. The configuration of the 5'-end residue of ApApA has little effect on the helical structure. The configuration of the 3'-end residue has little effect on the stability of the triplex, and the chiral modifications cause complicated effects on the helical structure of ApApA and its triplex-forming ability with D-poly(U), depending on the site of the modification. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.07.026