| 130983-93-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• CAS: 130983-93-6
• 化学式: C₆₃H₅₉N₄O₁₆P
• 分子量: 1159.15
• InChiKey: QZCSSEQXQYYFMH-NWNWXBCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.13
• 重原子数：
  84.0
• 可旋转键数：
  20.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  222.28
• 氢给体数：
  0.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  在 叔丁基过氧化氢 作用下， 以 吡啶 、 异辛烷 为溶剂， 反应 0.25h， 生成 methyl 5'-O-dimethoxytrityl-N³-benzoylthymidin-3'-yl N³,3'-O-dibenzoylthymidin-5'-yl phosphate
  参考文献：
  名称：

  Nonoxidative chlorination of dialkyl phosphonates to dialkyl phosphorochloridites. A new approach to oligonucleotide synthesis

  摘要：

  Several dialkyl phosphonates and alkyl nucleoside 3'-phosphonates were transformed into the corresponding highly reactive phosphorochloridites without oxidation of phosphorus by use of tris(2,4,6-tribromophenoxy)-dichlorophosphorane (BDCP) as a chlorinating reagent. The reaction was applied to internucleotidic bond formation. 2-Cyanoethyl and methyl nucleoside 3'-phosphonates were prepared in high yields and were stable enough to be used as starting materials in oligonucleotide synthesis. Examination of dodecathymidylate synthesis on a polymer support, using 2-cyanoethyl or methyl nucleoside 3'-phosphonate as building blocks, showed that the 2-cyanoethyl nucleoside 3'-phosphonate was more effective.

  DOI：

  10.1021/jo00003a056
• 作为产物：
  描述：

  methyl 5'-O-dimethoxytrityl-N³-benzoylthymidin-3'-yl phosphonate 在 吡啶 、 二氯-三(2,4,6-三溴苯氧基)膦烷 作用下， 反应 0.25h， 生成
  参考文献：
  名称：

  Nonoxidative chlorination of dialkyl phosphonates to dialkyl phosphorochloridites. A new approach to oligonucleotide synthesis

  摘要：

  Several dialkyl phosphonates and alkyl nucleoside 3'-phosphonates were transformed into the corresponding highly reactive phosphorochloridites without oxidation of phosphorus by use of tris(2,4,6-tribromophenoxy)-dichlorophosphorane (BDCP) as a chlorinating reagent. The reaction was applied to internucleotidic bond formation. 2-Cyanoethyl and methyl nucleoside 3'-phosphonates were prepared in high yields and were stable enough to be used as starting materials in oligonucleotide synthesis. Examination of dodecathymidylate synthesis on a polymer support, using 2-cyanoethyl or methyl nucleoside 3'-phosphonate as building blocks, showed that the 2-cyanoethyl nucleoside 3'-phosphonate was more effective.

  DOI：

  10.1021/jo00003a056

文献信息

• Phosphorothioite method. 1. A new type of internucleotidic bond formation involving simultaneous oxidation process by use of deoxyoligonucleoside phosphorothioites as new key intermediates for deoxyoligonucleotide synthesis
  作者：Mitsuo. Fujii、Hajime. Nagai、Mitsuo. Sekine、Tsujiaki. Hata

  DOI：10.1021/ja00273a049

  日期：1986.6