Solid-phase synthesis of disubstituted N-acylureas from resin-bound ureas and acyl chlorides.
Acylureas (ureides) are valued for their important biological activities. Whereas cyclic acylureas have frequently been the object of solid-phase chemistry, only few reports have focused on the solid-supported preparation of acyclic representatives. We have prepared different types of acylureas on Rink amide resin in three or four steps. The products are either N-acylated (9, 18), N-acylated-N'-alkylated (10, 19), or N-acylated-N-alkylated (22). Characteristic NMR parameters of isomeric acylureas 10, 19, and 22 are discussed.
Pharmaceutical Institute, University of Bonn, Germany.
Hans-Georg
HG
Häcker
Manuela
M
Meusel
Melanie
M
Aschfalk
Michael
M
Gütschow
D002712:Chlorides / Q000737:chemistry*; D014508:Urea / Q000138:chemical synthesis*
D002712:Chlorides; D014508:Urea