2,3,4,5-tetra-O-acetyl-1,6-dideoxy-1,6-bis[4-(2-hydroxy-4-methylpentan-2-yl)-1H-1,2,3-triazol-1-yl]-D-mannitol | 1257251-99-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,3,4,5-tetra-O-acetyl-1,6-dideoxy-1,6-bis[4-(2-hydroxy-4-methylpentan-2-yl)-1H-1,2,3-triazol-1-yl]-D-mannitol
• 英文别名: [(2R,3R,4R,5R)-3,4,5-triacetyloxy-1,6-bis[4-(2-hydroxy-4-methylpentan-2-yl)triazol-1-yl]hexan-2-yl] acetate
• CAS: 1257251-99-2
• 化学式: C₃₀H₄₈N₆O₁₀
• 分子量: 652.745
• InChiKey: BCYLJPKSJMFKEI-JLMLYNKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  46
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  207
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  1,6-diazido-1,6-dideoxy-D-mannitol 在 吡啶 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 20.0h， 生成 2,3,4,5-tetra-O-acetyl-1,6-dideoxy-1,6-bis[4-(2-hydroxy-4-methylpentan-2-yl)-1H-1,2,3-triazol-1-yl]-D-mannitol
  参考文献：
  名称：

  Synthesis and Antitubercular Evaluation of New Bis-1,2,3-Triazoles Derived from D-Mannitol

  摘要：

  Five new bis-1,2,3-triazole derivatives from D-mannitol, namely 2,3,4,5-tetra-O-acetyl-1,6-dideoxy-1,6-bis-(4-substituted-1H-1,2,3-triazol-1-yl)-D-mannitol (4), have been synthesized from 2,3,4,5-tetra-O-acetyl-1,6-diazido-1,6-dideoxy-D-mannitol (3) and alkynes, employing copper (I)-catalyzed azide-alkyne cycloaddition (CuAAC) methodology. Evaluation of their in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv using the Alamar Blue susceptibility test indicated poor activities. However, this study has provided information about the SAR of D-mannitol derivatives in the search for new anti-TB drugs based on this carbohydrate.

  DOI：

  10.1080/07328303.2010.511749