3,4-bis-O-((1-heptyl-1H-1,2,3-triazol-4-yl)methyl)-1,2:5,6-di-O-isopropylidene-D-mannitol | 1396770-60-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-bis-O-((1-heptyl-1H-1,2,3-triazol-4-yl)methyl)-1,2:5,6-di-O-isopropylidene-D-mannitol
• 英文别名: 4-[[(1R,2R)-1,2-bis[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-[(1-heptyltriazol-4-yl)methoxy]ethoxy]methyl]-1-heptyltriazole
• CAS: 1396770-60-7
• 化学式: C₃₂H₅₆N₆O₆
• 分子量: 620.833
• InChiKey: QDWXQYDPKDZQBK-SKKKGAJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  44
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3,4-bis-O-((1-heptyl-1H-1,2,3-triazol-4-yl)methyl)-1,2:5,6-di-O-isopropylidene-D-mannitol 在 水 作用下， 以 乙醇 为溶剂， 反应 30.0h， 以99%的产率得到3,4-bis-O-((1-heptyl-1H-1,2,3-triazol-4-yl)methyl)-D-mannitol
  参考文献：
  名称：

  Synthesis of D-mannitol substituted ether-linked bis-1,2,3-triazoles as models of gemini surfactants

  摘要：

  Readily available and low cost D-mannitol was converted into 1,2,5,6-di-O-isopropylidene-D-rnannitol (1) in the presence of acetone and zinc chloride. Williamson etherfication of 1 with propargyl bromide afforded the bisalkyne 2 in a very good yield. 1,3-Dipolar cycloaddition of 2 with four different alkyl azides using click conditions gave four novel bistriazoles 3a-d. Removal of the acetal groups of 3a-d afforded the deprotected bistriazoles 4a-d in excellent yields. Products 3 and 4 represent models of gemini surfactants. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.014
• 作为产物：
  描述：

  双丙酮-D-甘露糖醇 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 sodium hydroxide 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 60.34h， 生成 3,4-bis-O-((1-heptyl-1H-1,2,3-triazol-4-yl)methyl)-1,2:5,6-di-O-isopropylidene-D-mannitol
  参考文献：
  名称：

  Synthesis of D-mannitol substituted ether-linked bis-1,2,3-triazoles as models of gemini surfactants

  摘要：

  Readily available and low cost D-mannitol was converted into 1,2,5,6-di-O-isopropylidene-D-rnannitol (1) in the presence of acetone and zinc chloride. Williamson etherfication of 1 with propargyl bromide afforded the bisalkyne 2 in a very good yield. 1,3-Dipolar cycloaddition of 2 with four different alkyl azides using click conditions gave four novel bistriazoles 3a-d. Removal of the acetal groups of 3a-d afforded the deprotected bistriazoles 4a-d in excellent yields. Products 3 and 4 represent models of gemini surfactants. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.014