Abstract N-nonanoyl vanillylamide (1) is a synthetic substitute of capsaicin (2), a pungent principle in red pepper. 1 was reacted with succinic anhydride, 3-chloro-1, 2-propanediol, sodium chloroacetate, and 2-chloroethanol to furnish N-nonanoyl vanillylamide-4-succinyl ester (3), N-nonanoyl vanillylamide-4-glyceryl ether (4), sodium N-nonanoyl vanillylamide-4- O-acetate (5) and N-nonanoyl vanillylamide-4-glycol ether (6), respectively. A 3, 4- ...