An expeditious synthesis of pentosidine, an advanced glycation end product

The chemical synthesis of pentosidine (1), an advanced glycation end produc t, was achieved via the asymmetric alkylation of the chiral schiff base der ived from (+)-2-hydroxy-3-pinanone ((+)-HyPN) and glycine tert-butyl ester, the mercury salt mediated intramolecular guanylation, and the regioselecti ve alkylation of imidazo[4,5-b]pyridine ring. This reliable synthetic achie vement will promise availability of pentosidine (1) in quantities. (C) 2001 Elsevier Science Ltd. All rights reserved.