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The use of Benzyl Esters in the Synthesis of 1ß-O-Acyl Glucuronides by Selective Acylation


Acyl glucuronides are key phase 2 metabolites for many carboxylic acid-containing drugs, notably of non-steroidal anti-inflammatory agents (NSAIDs).1 It is important to synthesise acyl glucuronides in pure form, and especially as single 1ß-anomers, for bioevaluation during drug discovery and development. Acyl glucuronides are reactive species: they may react by hydrolysis or displacement with other nucleophiles or by acyl migration followed by condensation with amines.