1-(2-deoxy-4-thio-β-D-ribofuranosyl)-4,5-bis(methyloxycarbonyl)imidazole | 222836-58-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-deoxy-4-thio-β-D-ribofuranosyl)-4,5-bis(methyloxycarbonyl)imidazole
• CAS: 222836-58-0
• 化学式: C₁₂H₁₆N₂O₆S
• 分子量: 316.335
• InChiKey: GTLXLYATURPCQT-XLPZGREQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.19
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  110.88
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1-(2-deoxy-4-thio-β-D-ribofuranosyl)-4,5-bis(methyloxycarbonyl)imidazole 在 氨 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以74%的产率得到1-(2-deoxy-4-thio-β-D-ribofuranosyl)-4,5-bis(carbamoyl)imidazole
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2′-deoxy-4′-thio-imidazole nucleosides

  摘要：

  A study on the use of 3'-directing groups for the synthesis of imidazole 2'-deoxy-4'-thionucleosides led to varying alpha:beta ratios in the glycosylation reaction. The par a-nitrobenzoyl group gave the optimum result in the glycosylation step; therefore, this protected thiosugar 10b was used for the synthesis of a series of novel 2'-deoxy-4'-thio-imidazole nucleosides which have been evaluated for antiviral activity in vitro. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00255-7
• 作为产物：
  描述：

  1H-咪唑-4,5-二甲酸二甲酯 在 N-碘代丁二酰亚胺 、 N,O-双三甲硅基乙酰胺 、 4 Angstroem MS 、 sodium methylate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 32.0h， 生成 1-(2-deoxy-4-thio-β-D-ribofuranosyl)-4,5-bis(methyloxycarbonyl)imidazole
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2′-deoxy-4′-thio-imidazole nucleosides

  摘要：

  A study on the use of 3'-directing groups for the synthesis of imidazole 2'-deoxy-4'-thionucleosides led to varying alpha:beta ratios in the glycosylation reaction. The par a-nitrobenzoyl group gave the optimum result in the glycosylation step; therefore, this protected thiosugar 10b was used for the synthesis of a series of novel 2'-deoxy-4'-thio-imidazole nucleosides which have been evaluated for antiviral activity in vitro. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00255-7