Synthesis and characterization of amino acid-derived hydantoins

• Main Authors: Chin, Ee-Zhen, Tan, Siow-Ping, Liew, Sook-Yee, Kurz, Thomas
• Format: Article
• Published: Malaysian Institute of Chemistry (Institut Kimia Malaysia) 2021
• Subjects: QD Chemistry
• Online Access: http://eprints.um.edu.my/35955/; https://www.scopus.com/inward/record.uri?eid=2-s2.0-85110185277&partnerID=40&md5=88a376549b7493811afba511fbaa4dc1
• Institution: Universiti Malaya

The Urech hydantoin synthesis is the chemical reaction of amino acids with potassium cyanate and hydrochloric acid, which allows access to hydantoins and its derivatives. Most of them are biologically active with varieties of structural diversity that make them synthetically attractive. A series of hydantoins were synthesized from various α-amino acids in a reaction with hydrochloric acid and ethanol as the first step, and with potassium cyanate as the second step for the formation of ureido derivatives. Lastly, the cyclization of ureido derivatives yielded the desired hydantoin products. All hydantoins were obtained in a good yield and fully characterized by NMR and IR spectroscopy. This strategy provides a variety of biologically significant hydantoin derivatives. © 2021 Malaysian Institute of Chemistry. All rights reserved.