Synthesis of labelled 1-azafagomine

摘要

(3, 4-trans-4, 5-trans)-4, 5-Dihydroxy-3-(hydroxymethyl)hexahydro-(3-~(13)C)pyridazine (azafagomine, 1a) was synthesised in 7 steps starting from (2-~(13)C) malonic acid 5a through conversion to pentadienoic acid and Diels-Alder reaction with 4-phenyl-1, 2, 4-triazole-3, 5-dione, reduction, epoxidation, epoxide hydrolysis and deprotection.