(Rp)-N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<(1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-methylphosphonate | 133471-18-8

• 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: (Rp)-N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<(1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-methylphosphonate
• 英文别名: (R_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-adenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-methylphosphonate
• CAS: 133471-18-8
• 化学式: C₆₂H₆₇N₁₀O₁₁PSi
• 分子量: 1187.33
• InChiKey: OCYZNFLAPOZMJN-ARHNIVBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.39
• 重原子数：
  85.0
• 可旋转键数：
  21.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  236.31
• 氢给体数：
  2.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  (Rp)-N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<(1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-methylphosphonate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 生成 (R)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Diastereomerically pure Rp and Sp dinucleoside H-phosphonates: the stereochemical course of their conversion into P-methylphosphonates, phosphorothioates, and [oxygen-18] chiral phosphates

  摘要：

  DOI：

  10.1021/jo00012a017
• 作为产物：
  描述：

  (S_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate 、 碘甲烷 在 正丁基锂 作用下， 生成 (Rp)-N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<(1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-methylphosphonate
  参考文献：
  名称：

  Diastereomerically pure Rp and Sp dinucleoside H-phosphonates: the stereochemical course of their conversion into P-methylphosphonates, phosphorothioates, and [oxygen-18] chiral phosphates

  摘要：

  DOI：

  10.1021/jo00012a017

文献信息

• Phosphoramidites of (Rp) and (Sp)-Configurated Adenosine Methylphosphonate Dimers
  作者：Markus Schweitzer、Wendelin Samstag、Joachim Engels

  DOI：10.1080/15257779508012479

  日期：1995.5.1

  The synthesis of adenosine methylphosphonate dimers, the separation of the diastereomers and the conversion into phosphoramidites is presented. These dimer building blocks were tested in the solid phase DNA synthesis of the hairpin decanucleotide 5'-CGCAAAAGCG-3'.