Erythronolide A Oxime (11). A solution of 22.55 g (0.032 mol) of 10 in 1.5 1. of 3% HCl in MeOH was left at room temperature for 21 hr. The MeOH was removed in~'acu. 0, EtOAc was added to the residue, and the solution was washed with dilute NaHC03. After drying, the solution was stirred briefly with charcoal, filtered, and concentrated to dryness. TIC revealed a major spot much slower moving than 10, several minor impurities, and two fast ...
