3'-thymidine-5'-thymidine-N-methoxyphosphoramidate | 161762-47-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3'-thymidine-5'-thymidine-N-methoxyphosphoramidate
• CAS: 161762-47-6
• 化学式: C₂₁H₃₀N₅O₁₂P
• 分子量: 575.469
• InChiKey: UURMCFPIRUXJLF-YXDVOTQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.71
• 重原子数：
  39.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  225.43
• 氢给体数：
  5.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  3'-thymidine-5'-thymidine-N-methoxyphosphoramidate 在 吡啶 、 二异丙基铵盐四氮唑 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 5'-O-(4,4'-dimethoxytrityl)-3'-thymidine-3'-O-(O-cyanoethyl-N,N-diisopropylphosphoramidite)-5'-thymidine-N-methoxyphosphoramidate
  参考文献：
  名称：

  Synthesis, Base Pairing Properties and Nuclease Resistance of Oligothymidylate Analogs Containing Methoxyphosphoramidate Internucleoside Linkages

  摘要：

  A dithymidine N-methoxyphosphoramidate was synthesized and incorporated into oligothymidylate analogs. The analogs form less stable duplexes with poly dA and poly rA than the corresponding ''all diester'' oligomer. The instability is more pronounced with poly rA than with poly dA. The analogs were found to be highly resistant to nucleases.

  DOI：

  10.1080/15257779408013213
• 作为产物：
  描述：

  3'-O-(4,4'-dimethoxytrityl)thymidin-5'-yl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl ethyl phosphonate 在 水 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 吡啶 、 四氯化碳 为溶剂， 反应 5.5h， 生成 3'-thymidine-5'-thymidine-N-methoxyphosphoramidate
  参考文献：
  名称：

  Synthesis, Base Pairing Properties and Nuclease Resistance of Oligothymidylate Analogs Containing Methoxyphosphoramidate Internucleoside Linkages

  摘要：

  A dithymidine N-methoxyphosphoramidate was synthesized and incorporated into oligothymidylate analogs. The analogs form less stable duplexes with poly dA and poly rA than the corresponding ''all diester'' oligomer. The instability is more pronounced with poly rA than with poly dA. The analogs were found to be highly resistant to nucleases.

  DOI：

  10.1080/15257779408013213

文献信息

• Synthesis and Biophysical Properties of Oligothymidylates Containing Alkoxyphosphoramidate Internucleoside Linkages
  作者：Suzanne Peyrottes、Jean-Jacques Vasseur、Jean-Louis Imbach、Bernard Rayner

  DOI：10.1080/15257779508012534

  日期：1995.5.1

  The synthesis and the biophysical properties of oligothymidylate analogs containing N-methoxy- and N-benzyloxyphosphoramidate combined with phosphodiester internucleoside linkages are reported.