Synthesis of hydantoins via N,N'-ureas derived from polymer-bound amino acids.
Starting from carboxy-linked amino acids on trityl functionalized polystyrene resin a highly efficient solid-phase synthesis of hydantoins via N,N'-ureas was elaborated. The polymer-bound hydantoins can be used as a scaffolds for further combinatorial transformations, such as alkylation. Cleavage from the resins yielded the corresponding hydantoins in good yields and purities as shown by ESI-MS and HPLC.
Bauser
M
M
University of Tübingen, Institute of Organic Chemistry, Germany.
Winter
M
M
Valenti
C A
CA
Wiesmüller
K H
KH
Jung
G
G
D000327:Adsorption; D000596:Amino Acids / Q000378:metabolism*; D006827:Hydantoins / Q000138:chemical synthesis*; D013058:Mass Spectrometry; D015394:Molecular Structure; D011108:Polymers; D011137:Polystyrenes / Q000378:metabolism; D014508:Urea / Q000031:analogs & derivatives*
D000596:Amino Acids; D006827:Hydantoins; D011108:Polymers; D011137:Polystyrenes; D014508:Urea