Synthesis of 3-Amino-3-(5-fluorouracil-1-yl) propionic Acid and 4-Amino-4-(5-fluorouracil-1-yl) butyric Acid Derivatives

Abstract

3-Acylamino-3-(5-fluorouracil-1-yl) propionates (3a, b) and 4-acylamino-4-(5-fluoro-uracil-1-yl) butyrates (3c-e) were synthesized from 3-acylamino-3-carboxypropionates (1a, b) and 4-acylamino-4-carboxybutyrates (1c-e), respectively, via electrochemical oxidation. Catalytic hydrogenolysis of the benzyl esters (3a, c, d) gave the corresponding carboxylic acids (4a', c', d') without cleavage of the geminal diamine moieties.