Methyl 1-[(3R,5R)-5-(hydroxymethyl)oxolan-3-yl]imidazole-4-carboxylate | 378784-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Methyl 1-[(3R,5R)-5-(hydroxymethyl)oxolan-3-yl]imidazole-4-carboxylate
• CAS: 378784-09-9
• 化学式: C₁₀H₁₄N₂O₄
• 分子量: 226.232
• InChiKey: YUWRYEPFXRVPBL-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 1-[(3R,5R)-5-(hydroxymethyl)oxolan-3-yl]imidazole-4-carboxylate 在 ammonium hydroxide 、 氯化铵 作用下， 生成 1-[(3R,5R)-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：

  (2R,4S)-4-hydroxy-2-dimethoxymethyltetrahydrofuran 在 吡啶 、 18-冠醚-6 、 草酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Methyl 1-[(3R,5R)-5-(hydroxymethyl)oxolan-3-yl]imidazole-4-carboxylate
  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

文献信息

• ISONUCLEOSIDES INCORPORATING UNIVERSAL BASES
  作者：Vasu Nair、David S. Sosnouski、Qingming Zhu

  DOI：10.1081/ncn-100002362

  日期：2001.3.31

  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.