(2R,3S,6S)-2-(hydroxymethyl)-6-(1-(4-methyl-2-nitrophenyl)-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-3-ol | 1366497-69-9

• 分子结构分类: 有机化合物
• 英文名称: (2R,3S,6S)-2-(hydroxymethyl)-6-(1-(4-methyl-2-nitrophenyl)-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-3-ol
• CAS: 1366497-69-9
• 化学式: C₁₅H₁₆N₄O₅
• 分子量: 332.316
• InChiKey: CQOHUIZDINZEOV-SOUVJXGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.83
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  123.54
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  ((2R,3S,6S)-3-acetoxy-6-(1-(4-methyl-2-nitrophenyl)-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl acetate 在 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 以90%的产率得到(2R,3S,6S)-2-(hydroxymethyl)-6-(1-(4-methyl-2-nitrophenyl)-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-3-ol
  参考文献：
  名称：

  Synthesis of 1,2,3-triazolylpyranosides through click chemistry reaction

  摘要：

  We have developed an efficient method for the synthesis of functionalized C-glycosyl 1,2,3-triazoles through a Cu(1)-promoted azide-alkyne 1,3-dipolar cycloaddition between a TMS-protected C-alkynyl-glycoside and organic azides. The reaction was accelerated by ultrasound irradiation and the addition of a base was not necessary to obtain the 1,2,3-triazole product. Moreover, further manipulation of the products led to chiral molecules with a C-glycoside linkage. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.102