Alkylation of Triacanthine by Benzyl Chloride

The reaction of the purine alkaloid triacanthine with benzyl chloride in two temperature regimes produced multicomponent mixtures consisting of benzyl derivatives of triacanthine and adenine. The structures of the synthesized products were elucidated by X-ray crystal structure analyses and NMR spectroscopy. The adenine N10 atom in the studied compounds had planarsp2-hybridization although it adopted tetrahedralsp3-hybridization with two benzyl groups on it.

Source: Chemistry of Natural Compounds - July 31, 2023 Category: Chemistry Source Type: research