Reagents for stereoselective preparation of N-carbamyl β-d- glucuronides

摘要

Carbamyl glucuronidation is an increasingly well-recognized route of metabolism for secondary amine drugs. Proper characterization of these metabolites requires the synthesis of authentic standards. O-Protected glucuronyl p-nitrophenyl carbonates can be prepared with high selectivity for the β-configuration at the anomeric center and efficiently transfer the β-glucuronylcarbonyl group to secondary amines, constituting an effective and versatile method for preparation of these metabolites.