Synthesis of Dehydroabietane-derived Sulfonamides with a Lysine Fragment

Mono- and bis-sulfonamide derivatives of l-lysine were obtained for the first time by the reaction of methyl lysinate with ethyl 12-sulfodehydroabietate. Sulfonamides containing an additional sulfonamide or amide group in the α-position of lysine were synthesized by involving camphor-10-sulfonyl chloride, as well as isonicotinoyl, benzoyl, and α-naphthoyl chlorides in the reaction. The corresponding hydrazide and acid were also prepared by the modification of the ester group of N-dehydroabietane-derived methyl lysinate.