1006-24-2Relevant articles and documents
A diversity of alkylation/acylation products of uracil and its derivatives: Synthesis and a structural study
Michalak, Olga,Cmoch, Piotr,Krzeczyński, Piotr,Cybulski, Marcin,Le?, Andrzej
, p. 354 - 362 (2019/01/10)
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.
HSAB driven chemoselectivity in alkylation of uracil derivatives. A high yielding preparation of 3-alkylated and unsymmetrically 1,3-dialkylated uracils
Gambacorta, Augusto,Farah, Mohamed Elmi,Tofani, Daniela
, p. 12615 - 12628 (2007/10/03)
A qualitative hardness scale (N134) has been found for the conjugated bases of 2-methoxy-4(3H)-pyrimidinones 1-3 and applied to high yielding chemoselective N3 methylation, ethylation and benzylation reactions. Removal of the 2-methoxy group followed by a second alkylation affords unsymmetrically 1,3-disubstituted uracils.