1-((3S,5S)-5-Benzoyloxymethyl-tetrahydro-furan-3-yl)-1H-imidazole-4-carboxylic acid methyl ester | 378784-04-4

• 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: 1-((3S,5S)-5-Benzoyloxymethyl-tetrahydro-furan-3-yl)-1H-imidazole-4-carboxylic acid methyl ester
• 英文别名: Methyl 1-[(3S,5S)-5-(phenylcarbonyloxymethyl)oxolan-3-yl]imidazole-4-carboxylate；methyl 1-[(3S,5S)-5-(benzoyloxymethyl)oxolan-3-yl]imidazole-4-carboxylate
• CAS: 378784-04-4
• 化学式: C₁₇H₁₈N₂O₅
• 分子量: 330.34
• InChiKey: SOHBSRHKNLWAGF-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  79.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-((3S,5S)-5-Benzoyloxymethyl-tetrahydro-furan-3-yl)-1H-imidazole-4-carboxylic acid methyl ester 在 ammonium hydroxide 、 氯化铵 作用下， 以80%的产率得到1-[(3S,5S)-5-(Hydroxymethyl)oxolan-3-yl]imidazole-4-carboxamide
  参考文献：
  名称：

  ISONUCLEOSIDES INCORPORATING UNIVERSAL BASES

  摘要：

  Enantiomeric isodideoxynucleosides of the (S,S) and (R,R) families with the universal base, imidazole-4-carboxamide as the nucleobase, were synthesized as biological mimics of anti-HIV active D- and L-related isodideo-xyadenosines. In vitro anti-HIV evaluation in CEM cells of these target compounds showed that they were inactive. Further antiviral studies are in progress.

  DOI：

  10.1081/ncn-100002362
• 作为产物：
  描述：

  methyl 5-O-benzoyl-3-deoxy-D-erythro-pentofuranose 在 三甲基氯硅烷 、 18-冠醚-6 、 potassium carbonate 、 六甲基二硅氮烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-((3S,5S)-5-Benzoyloxymethyl-tetrahydro-furan-3-yl)-1H-imidazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  ISONUCLEOSIDES INCORPORATING UNIVERSAL BASES

  摘要：

  Enantiomeric isodideoxynucleosides of the (S,S) and (R,R) families with the universal base, imidazole-4-carboxamide as the nucleobase, were synthesized as biological mimics of anti-HIV active D- and L-related isodideo-xyadenosines. In vitro anti-HIV evaluation in CEM cells of these target compounds showed that they were inactive. Further antiviral studies are in progress.

  DOI：

  10.1081/ncn-100002362