A diversity of alkylation/acylation products of uracil and its derivatives: synthesis and a structural study?

Organic & Biomolecular Chemistry Pub Date: 2018-12-10 DOI: 10.1039/C8OB02552E

Abstract

tert-Butyl dicarbonate (Boc2O) and ethyl iodide (EtI) reactions with uracil (U), thymine (T) and 6-methyluracil (6-MU) were performed following routine procedures in pyridine/DMF solvents and with DMAP as the catalyst. Among 20 synthesized compounds, a derivative of 6-methyluracil substituted by the Boc-pyridine moiety at the C5 position appeared unexpectedly. The NMR spectra confirmed the molecular structure of all uracil derivatives. Parallel quantum mechanical DFT calculations supported the experimental findings.

Graphical abstract: A diversity of alkylation/acylation products of uracil and its derivatives: synthesis and a structural study
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