1-(2-hydroxy-4-hydroxymethyl-cyclopentyl)-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-hydroxy-4-hydroxymethyl-cyclopentyl)-1H-[1,2,3]triazole-4-carboxylic acid methyl ester
• 英文别名: methyl 1-[(1R,2R,4S)-2-hydroxy-4-(hydroxymethyl)cyclopentyl]triazole-4-carboxylate
• 化学式: C₁₀H₁₅N₃O₄
• 分子量: 241.247
• InChiKey: IIOHAMHXVVNXLW-NBEYISGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  97.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxy-4-hydroxymethyl-cyclopentyl)-1H-[1,2,3]triazole-4-carboxylic acid methyl ester 在 氨 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以97%的产率得到1-(2-hydroxy-4-hydroxymethyl-cyclopentyl)-1H-[1,2,3]triazole-4-carboxylic acid amide
  参考文献：
  名称：

  Synthesis of 1,2,3-triazolo-carbanucleoside analogues of ribavirin targeting an HCV in replicon

  摘要：

  The synthesis of carbocyclic and phosphonocarbocyclic analogues of ribavirin, an anti-HCV inhibitor, are described. Those compounds were evaluated against HCV but also against other important viruses in order to determine their spectrum of antiviral activity. Compounds 6 and 13 displayed a moderate IC50 against HIV-1 of 43.8 and 37 muM, respectively. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00349-3
• 作为产物：
  描述：

  anti-3-(Hydroxymethyl)-6-oxabicyclo<3.1.0>hexane 在 sodium azide 作用下， 以 甲醇 、 水 为溶剂， 反应 31.0h， 生成 1-(2-hydroxy-4-hydroxymethyl-cyclopentyl)-1H-[1,2,3]triazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of 1,2,3-triazolo-carbanucleoside analogues of ribavirin targeting an HCV in replicon

  摘要：

  The synthesis of carbocyclic and phosphonocarbocyclic analogues of ribavirin, an anti-HCV inhibitor, are described. Those compounds were evaluated against HCV but also against other important viruses in order to determine their spectrum of antiviral activity. Compounds 6 and 13 displayed a moderate IC50 against HIV-1 of 43.8 and 37 muM, respectively. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00349-3