(1-β-D-maltosyl-1H-1,2,3-triazol-4-yl)methyl n-dodecyl ether | 1381876-73-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1-β-D-maltosyl-1H-1,2,3-triazol-4-yl)methyl n-dodecyl ether
• 英文别名: (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[4-(dodecoxymethyl)triazol-1-yl]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1381876-73-8
• 化学式: C₂₇H₄₉N₃O₁₁
• 分子量: 591.7
• InChiKey: HCPVSFNTZCNRDN-UVAWPERSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  41
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  209
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  n-dodecyl propargyl ether 、 1-azido-1-deoxy-4-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucose 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 6.0h， 以78.6%的产率得到(1-β-D-maltosyl-1H-1,2,3-triazol-4-yl)methyl n-dodecyl ether
  参考文献：
  名称：

  Research on the structure–surface adsorptive activity relationships of triazolyl glycolipid derivatives for mild steel in HCl

  摘要：

  Triazolyl glycolipid derivatives constructed via CuI-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction (Cue-AAC) represent a new range of carbohydrate-based scaffolds for use in many fields of the chemical research. Here the surface adsorptive ability of series of our previously prepared C1- or C6-triazole linked gluco-and galactolipid derivatives for mild steel in 1 M HCl was studied via electrochemical impedance spectroscopy (EIS). Results indicated that these monosaccharide-fatty acid conjugates are weak inhibitors against HCl corrosion for mild steel. Moreover, some newly synthesized triazolyl disaccharide (maltose)-fatty alcohol conjugates failed to display enhanced activity, meaning that the structural enlargement of the sugar moiety does not favor the iron surface adsorption. However, a bistriazolyl glycolipid derivative, which was realized by introducing a benzenesulfonamide group via Cue-AAC to the C6-position of a C1-triazolyl glucolipid analog, eventually showed significantly improved adsorptive potency compared to that of its former counterparts. The corrosion inhibitive modality of this compound for mild steel in HCl was subsequently studied via potentiodynamic polarization and thermodynamic calculations. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.03.006

文献信息

• Research on the structure–surface adsorptive activity relationships of triazolyl glycolipid derivatives for mild steel in HCl
  作者：Hai-Lin Zhang、Xiao-Peng He、Qiong Deng、Yi-Tao Long、Guo-Rong Chen、Kaixian Chen

  DOI：10.1016/j.carres.2012.03.006

  日期：2012.6

  Triazolyl glycolipid derivatives constructed via CuI-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction (Cue-AAC) represent a new range of carbohydrate-based scaffolds for use in many fields of the chemical research. Here the surface adsorptive ability of series of our previously prepared C1- or C6-triazole linked gluco-and galactolipid derivatives for mild steel in 1 M HCl was studied via electrochemical impedance spectroscopy (EIS). Results indicated that these monosaccharide-fatty acid conjugates are weak inhibitors against HCl corrosion for mild steel. Moreover, some newly synthesized triazolyl disaccharide (maltose)-fatty alcohol conjugates failed to display enhanced activity, meaning that the structural enlargement of the sugar moiety does not favor the iron surface adsorption. However, a bistriazolyl glycolipid derivative, which was realized by introducing a benzenesulfonamide group via Cue-AAC to the C6-position of a C1-triazolyl glucolipid analog, eventually showed significantly improved adsorptive potency compared to that of its former counterparts. The corrosion inhibitive modality of this compound for mild steel in HCl was subsequently studied via potentiodynamic polarization and thermodynamic calculations. (C) 2012 Elsevier Ltd. All rights reserved.