SYNTHESIS OF FOUR, FIVE AND SIX RING GLYCOSIDASE INHIBITORS AS POTENTIAL ANTI-CANCER THERAPIES

摘要

Imino sugars are an important class of glycosidase inhibitors with a wide range of possible therapeutic applications. In this study piperidine amides and pyrrolidine amides were readily prepared from D-mannose and D-glucuronolactone respectively, whilst the azetidine enantiomers were synthesised starting from diacetone-D-glucose. The azetidine ring was produced via displacement of a ditriflate with benzylamine, whilst an iodine oxidation gave access to the methyl amide via the corresponding ester.