TY - JOUR
TI - {Synthesis of N4-aryl-$\beta$-d-glucopyranosylcytosines: a methodology study}
AU - Michael Mamais
AU - Virginia Kouloumoundra
AU - Eugenia Smyrli
AU - Paschalis Grammatopoulos
AU - Evangelia D. Chrysina
AU - Thanasis Gimisis
JO - TETRAHEDRON LETTERS
PY - 2015
VL - 56
TODO - 41
SP - 5549--5552
PB - ELSEVIER BV
SN - 0040-4039
TODO - 10.1016/j.tetlet.2015.08.037
TODO - Microwaves,N4,[Arylamines
TODO - {\textcopyright} 2015 Elsevier Ltd. All rights reserved.A number of leaving groups, including arylsulfonates, triazoles, 3-nitrotriazoles, and tetrazoles, have been studied for the substitution reaction by aryl and alkyl amines at the 4-position of $\beta$-D-glucopyranosyluracils. Examination of the stability, ease of purification and reactivity in the substitution reaction led to a number of optimized conditions with the most convenient involving substitution of triazole derivatives under microwave conditions in the presence of silica gel. Under these conditions, a number of N4-aryl-substituted $\beta$-D-glucopyranosylcytosines were prepared as potential inhibitors of glycogen phosphorylase, a molecular target for type-2 diabetes mellitus.
ER -