MONITORED AMINOLYSIS OF 3-ACYLTHIAZOLIDINE-2-THI0NE: A NEW SYNTHESIS OF MACROCYCLIC AMIDES

Abstract A new efficient procedure for synthesis of macrocyclic amides has been exploited by aminolysis of thiazolidine-2-thione amide (1) of dicarboxylic acid with diamines (4), or spermidine (7). A variety of macrocyclic diamides (5 and 8) and/or tetramides (6, 9, 12, and 13) have been synthesized in high yields. One can monitor the reaction, since the original yellow color of the starting material (1) disappears at the end of the reaction.