Nowadays, one of the most important problems of chemistry is the development and study of new antitumor drugs being able to combine both high efficiency and low toxicity to healthy cells.
Some thiazolo[3,2-a]pyrimidine derivatives showing antitumor and anti-inflammatory activities are already known. Previously, our research group has obtained various thiazolo[3,2-a]pyrimidine derivatives exhibiting high antitumor activity.
Synthesis and study of triazoles is one of the most promising areas in modern organic chemistry. This is due to the great diversity of their properties resulted from their unique structure. 1,2,3-triazoles have high biological activity and are used as drugs.
In this regard, it is of great interest to study compounds containing both thiazolo[3,2-a]pyrimidine and 1,2,3-triazole fragments in their structure.
This work is devoted to the synthesis of triazolyl derivatives based on propargyl ethers of thiazolo[3,2-a]pyrimidine series by [3+2]-cycloaddition and to the study of their structure in solution and in the crystalline phase.
The influence of the solvent on the self-assembly of triazolyl derivatives in the crystalline phase was studied. The formation of homochiral chains or racemic dimers was found to be possible under different conditions. This fact may help to develop a hierarchical approach for fine-tuning of non-covalent interactions to create chiral supramolecular ensembles in the crystalline phase.
As a result, triazolyl derivatives based on thiazolopyrimidine were synthesized. Their structure in solution and in the crystalline phase was studied. The obtained derivatives were characterized by a complex of physicochemical methods (1H, 13C NMR spectroscopy, ESI-MS spectrometry, X-ray diffraction analysis).
