Aims: We have developed this work to recommend an original route for the preparation of triazole derivatives.

Background: Carbohydrates containing 1,2,3-triazole derivatives have various biological activities. Due to their advantageous and biological property, they are eye-catching synthetic targets in the arsenal of organic chemistry. Thus, finding green and efficient methods, as well as using the ball milling procedure for the synthesis of these heterocycles, is of interest to organic chemistry researchers.

Objective: The objective of this study was to synthesize carbohydrate-derived triazoles under high-speed vibration milling conditions and investigate their properties.

Materials and Methods: A mixture of glycoside azide derivatives (1 mmol) and prop-2-yn-1-ol (1.5 mmol) in the presence of copper (I) was vigorously shaken under vibration milling conditions at 650 rpm with three balls for 15 min. The deprotection of the resulting triazole derivatives was affected by treatment with 4M hydrochloric acid in methanol under reflux.

Results and Discussion: A short and convenient route to synthesize carbohydrate-derived triazoles, based on a ball-mill via 1,3-dipolar cycloaddition reactions to prop-2-yn-1-ol, was developed. Cleavage of the isopropylidene protecting group provided water-soluble triazoles, evaluated as glycogen phosphorylase inhibitors. 1-[6- (4-Hydroxymethyl-[1,2,3]triazol-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethane-1,2-diol was the best inhibitor of rabbit muscle glycogen phosphorylase b (IC50 = 60 μM).

Conclusion: In summary, we developed new, short and convenient routes to glucose-derived 1,2,3-triazole based on 1,3-dipolar cycloaddition reactions flowed by ball milling. The use of isopropylidene protective groups gave access to the analogous deprotected water-soluble motifs, analogous to known inhibitors of glycogen phosphorylase.

目的：我们开展这项工作是为了推荐一条制备三唑衍生物的原始路线。

背景：含有 1,2,3-三唑衍生物的碳水化合物具有多种生物活性。由于它们的优势和生物学特性，它们是有机化学武器库中引人注目的合成目标。因此，寻找绿色和有效的方法，以及使用球磨程序合成这些杂环，是有机化学研究人员的兴趣所在。

目的：本研究的目的是在高速振动研磨条件下合成碳水化合物衍生的三唑并研究其性质。

材料和方法：在铜 (I) 存在下，在 650 rpm 的振动研磨条件下用三个球剧烈摇动糖苷叠氮化物衍生物 (1 mmol) 和 prop-2-yn-1-ol (1.5 mmol) 的混合物，以获得15 分钟 所得三唑衍生物的脱保护受到在回流下用甲醇中的4M盐酸处理的影响。

结果与讨论：基于球磨机，通过 1,3-偶极环加成反应生成 prop-2-yn-1-ol，开发了一种简便快捷的合成碳水化合物衍生三唑的途径。异丙叉保护基团的裂解提供了水溶性三唑，被评估为糖原磷酸化酶抑制剂。1-[6- (4-Hydroxymethyl-[1,2,3]triazol-1-yl)-2,2-二甲基-四氢-呋喃[3,4-d][1,3]dioxol-4-yl ]-乙烷-1,2-二醇是兔肌糖原磷酸化酶 b 的最佳抑制剂（IC50 = 60 μM）。

结论：总而言之，我们开发了基于球磨流动的 1,3-偶极环加成反应的葡萄糖衍生的 1,2,3-三唑的新的、短的和方便的路线。异丙叉保护基团的使用提供了类似的脱保护水溶性基序，类似于已知的糖原磷酸化酶抑制剂。