(Z)-1-(5-azido-2,5-dideoxy-3-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl)-5-(phenylmethylene)-2,4-imidazolidinedione | 156270-81-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-1-(5-azido-2,5-dideoxy-3-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl)-5-(phenylmethylene)-2,4-imidazolidinedione
• CAS: 156270-81-4
• 化学式: C₂₃H₂₁N₅O₅
• 分子量: 447.45
• InChiKey: JEUAQKNNZVYONN-XEHYYXMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  133.7
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (Z)-1-(5-azido-2,5-dideoxy-3-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl)-5-(phenylmethylene)-2,4-imidazolidinedione 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以88%的产率得到(Z)-1-(5-azido-2,5-dideoxy-α-D-erythro-pentofuranosyl)-5-(phenylmethylene)-2,4-imidazolidinedione
  参考文献：
  名称：

  Synthesis of 3′-Amino and 5′-Amino Hydantoin 2′-Deoxynucleosides

  摘要：

  3'-Amino and 5'-amino derivatives of hydantoin 2'-deoxynucleosides have been prepared from the corresponding 3'-phthalimido and 5'-azido nucleosides, respectively, which in turn were prepared by condensation of appropriate sugars with 5-benzylidenehydantoin. The amino nucleosides were tested for their potential activity against HIV and HSV.

  DOI：

  10.1080/15257779408013274
• 作为产物：
  描述：

  甲基-2-脱氧-D-核糖 在 硫酸氢铵 、 sodium azide 、 四溴化碳 、 三氟甲磺酸三甲基硅酯 、 三苯基膦 、 六甲基二硅氮烷 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 184.0h， 生成 (Z)-1-(5-azido-2,5-dideoxy-3-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl)-5-(phenylmethylene)-2,4-imidazolidinedione
  参考文献：
  名称：

  Synthesis of 3′-Amino and 5′-Amino Hydantoin 2′-Deoxynucleosides

  摘要：

  3'-Amino and 5'-amino derivatives of hydantoin 2'-deoxynucleosides have been prepared from the corresponding 3'-phthalimido and 5'-azido nucleosides, respectively, which in turn were prepared by condensation of appropriate sugars with 5-benzylidenehydantoin. The amino nucleosides were tested for their potential activity against HIV and HSV.

  DOI：

  10.1080/15257779408013274