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A series of 1-glycosylmethyl-4,5-diphenyl-1H-imidazoles with six different glycosyls were obtained in 48-55% yields from the multicomponent reaction of the corresponding C-glycosyl methylamines, formaldehyde, benzil, and ammonium acetate under catalysis with indium(III) chloride in methanol at ambient temperature. Starting with C--D-glucopyranosyl or C--Dgalactopyranosyl methylamines, the procedure also was examined with phenylglyoxal or glyoxal instead of benzil, and the pertinent 1--D-glycopyranosylmethyl-4-phenyl-1Himidazole and -5-phenyl-1H-imidazole or 1--D-glycopyranosylmethyl-1H-imidazole derivatives were prepared and isolated. Of four differently 4-and 5-substituted 1-(-Dglucopyranosylmethyl)-1H-imidazoles, only the 5-phenyl derivative exhibited a weak inhibition of rabbit muscle glycogen phosphorylase b (IC 50 = 125 μM).

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