Click Chemistry Based Synthesis of Novel Architectures Bearing Sugar Unit at the Pyridothienopyrimidines.

Novel conjugates of pyridothienopyrimidinones and carbohydrates or other moieties linked by 1,2,3-triazoles were synthesized. After establishing the pyridothienopyrimidone ring systems by ring closure, propargyl group was introduced by or . Cu-catalyzed of the propargyl product with azido group gave the corresponding 1,2,3-triazoles in high yields. A remarkable case of the catalyzed ring closure to build a pyrimidinone moiety with two diastereomers was observed. Theoretical calculations were performed on the studied diastereomers, and it was found that the S-isomer is more stable than the corresponding R-isomer by about 2 kcal/mol. [ABSTRACT FROM AUTHOR]