Click reaction of 3-propargyl-4H-pyrano[2,3-d]pyrimidines and peracetylated D-glucopyaranosyl azide under microwave-assisted conditions

¹ Faculty of Chemistry, VNU Hanoi University of Science, 19 Le Thanh Tong, Hanoi (Vietnam)
² Institute of Technique in Chemistry, Biology and Security Documents (Ministry of Public Security, Vietnam)
³ Viet Tri University of Industry (Phu Tho, Vietnam)
⁴ Institute of Science and Technology, Ministry of Public Security of Vietnam, 47 Pham Van Dong, Cau Giay, Ha Noi, Vietnam
⁵ Institute for New Technology (Vietnam Academy of Military Science and Technology), 17 Hoang Sam, Cau Giay, Ha Noi, Viet Nam
⁶ Faculty of Chemistry, VNU University of Science (Vietnam National University, Hanoi), 19 Le Thanh Ton, Hoan Kiem, Ha Noi, Viet Nam

Academic Editor: Julio A. Seijas

Published: 14 November 2021 by MDPI in The 25th International Electronic Conference on Synthetic Organic Chemistry session Microwave Assisted Synthesis

https://doi.org/10.3390/ecsoc-25-11794 (registering DOI)

Abstract:

Some D-glucose-conjugated 1H-1,2,3-triazoles having 4H-pyrano[2,3-d]pyrimidines had been synthesized. Click chemistry between N-propargyl-4H-pyrano[2,3-d]pyrimidines and peracetylated d-glucopyaranosyl azide was performed using CuI@Montmorillonite as a catalyst under microwave-assisted conditions. Gram-positive antibacterial activity of these 1H-1,2,3-triazoles was probed using minimum inhibitory concentration. These compounds have screened their antibacterial activity. The detailed structure-activity relationship (SAR) in vitro and in silico studies were performed.

Keywords: D-glucose; 1H-1,2,3-triazoles; 4H-pyrano[2,3-d]pyrimidines; microwave-assisted; propargyl derivatives.

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