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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Solid-phase synthesis of disubstituted N-acylureas from resin-bound ureas and acyl chlorides
Hans-Georg Häcker1, Manuela Meusel, Melanie Aschfalk
1Pharmaceutical Institute, University of Bonn, Germany.
Abstract:
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.
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