(2S,3S,6S)-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-2-((((3aR,5S,5aR,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3ah-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl)methylselanyl)methyl)-3,6-dihydro-2H-pyran-3-ol | 1366497-78-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (2S,3S,6S)-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-2-((((3aR,5S,5aR,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3ah-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl)methylselanyl)methyl)-3,6-dihydro-2H-pyran-3-ol
• 英文别名: (2S,3S,6S)-6-(1-phenyltriazol-4-yl)-2-[[(1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methylselanylmethyl]-3,6-dihydro-2H-pyran-3-ol
• CAS: 1366497-78-0
• 化学式: C₂₆H₃₃N₃O₇Se
• 分子量: 578.524
• InChiKey: DUMXXAXBQNHZJS-OPDMCSDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  ((2R,3S,6S)-3-acetoxy-6-(1-benzyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl acetate 在 吡啶 、 sodium tetrahydroborate 、 水 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (2S,3S,6S)-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-2-((((3aR,5S,5aR,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3ah-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl)methylselanyl)methyl)-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