Decagram-Scale Synthesis of N -{2-[4-(β- d -Glucopyranosyloxy)-2-methylphenyl]-1,1-dimethyl-2-oxoethyl}-3-methylthiophene-2-carboxamide (GPTC), a Metabolite of the Fungicide Isofetamid

Abstract

A decagram-scale synthesis of N-{2-[4-(?-D-glucopyranosyloxy)-2-methylphenyl]-1,1-dimethyl-2-oxoethyl}-3-methylthiophene-2- carboxamide (GPTC), a metabolite of the fungicide isofetamid, has been achieved in a highly straightforward manner from the known compound 1-(4-hydroxy-2-methylphenyl)-2-methylpropan-1-one in eight steps with a 20% overall yield to provide a standard certified reference material for residue analysis in food.