Citation: Cheng Dongdong, Zhang Yunxiao, Wang Jinming, Bai Suping. Copper(Ⅰ) in situ-Catalyzed Azide-Alkyne Cycloaddition in the Synthesis of Long Chain Bifunctional Molecules:Preparation of Biotin Conjugated Glaucocalyxin A Analogs[J]. Chinese Journal of Organic Chemistry, ;2019, 39(6): 1794-1801. doi: 10.6023/cjoc201903013 shu

Copper(Ⅰ) in situ-Catalyzed Azide-Alkyne Cycloaddition in the Synthesis of Long Chain Bifunctional Molecules:Preparation of Biotin Conjugated Glaucocalyxin A Analogs

a.
College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450052
b.
College of Pharmacy, Xinxiang Medical University, Xinxiang 453003

Corresponding author: Zhang Yunxiao, zhangyx@zzu.edu.cn Bai Suping, baisuping@xxmu.edu.cn
Received Date: 7 March 2019
Revised Date: 28 March 2019
Available Online: 16 June 2019
Fund Project: Project supported by the National Natural Science Foundation of China 21672182Project supported by the National Natural Science Foundation of China (No. 21672182)

Figures(3)

The novel biotin conjugated glaucocalyxin A analogs as potential activity-based protein probes were synthesized with good yields via Cu(Ⅰ) in situ-catalyzed azide-alkyne cycloaddition. Cu(Ⅰ) in situ was good solvated under the optimized condition and shown high catalytic activity. The approach efficiently constructs the even longer linker containing 1, 2, 3-triazole nucleus between bifunctional groups with the advantages of high regioselectivity and operational simplicity.
- biotin tag,
- glaucocalyxin A,
- activity-based probe,
- Cu(Ⅰ) in situ catalysis,
- azide-alkyne cycloaddition
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