1-((2R,4S,5R)-5-Azidomethyl-4-hydroxy-tetrahydro-furan-2-yl)-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione | 210154-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-((2R,4S,5R)-5-Azidomethyl-4-hydroxy-tetrahydro-furan-2-yl)-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 210154-19-1
• 化学式: C₁₈H₂₁N₅O₅
• 分子量: 387.395
• InChiKey: YEMLENNTJHCDBR-ARFHVFGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  131.45
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  亚磷酸三苯酯 、 1-((2R,4S,5R)-5-Azidomethyl-4-hydroxy-tetrahydro-furan-2-yl)-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以24%的产率得到
  参考文献：
  名称：

  Novel Diastereomeric Thymidine Cyclic 3′,5′-threo-Phosphoramidates

  摘要：

  Novel diastereomeric thymidine cyclic 3',5'-threo-phosphoramidates were prepared by the treatment of 5'-azido derivative of threo-thymidine with triphenyl phosphite as well as by the treatment of the corresponding amino derivative with phenyl phosphodichloridate. Phosphoramidation of the regioisomeric 3'- and 5'-azido derivatives of erythro-thymidine by means of triphenyl phosphite afforded the open-chain 3'- and 5'-phosphoramidates. The reaction which afforded the cyclic products was assumed to proceed via the cyclic tetraoxazaphosphorane intermediates.

  DOI：

  10.1080/07328319808004235
• 作为产物：
  描述：

  beta-胸苷 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 1-((2R,4S,5R)-5-Azidomethyl-4-hydroxy-tetrahydro-furan-2-yl)-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Novel Diastereomeric Thymidine Cyclic 3′,5′-threo-Phosphoramidates

  摘要：

  Novel diastereomeric thymidine cyclic 3',5'-threo-phosphoramidates were prepared by the treatment of 5'-azido derivative of threo-thymidine with triphenyl phosphite as well as by the treatment of the corresponding amino derivative with phenyl phosphodichloridate. Phosphoramidation of the regioisomeric 3'- and 5'-azido derivatives of erythro-thymidine by means of triphenyl phosphite afforded the open-chain 3'- and 5'-phosphoramidates. The reaction which afforded the cyclic products was assumed to proceed via the cyclic tetraoxazaphosphorane intermediates.

  DOI：

  10.1080/07328319808004235