The use of Phoxime resin 2 (phosgenated p-nitrophenyl(polystyrene)ketoxime) in the synthesis of acyclic and heterocyclic amino acid derived ureas is described. Resin 2 was previously shown to be a useful precursor in the solid-phase preparation of nonsymmetric ureas from thermolysis of corresponding primary amine oxime carbamates and subsequent trapping with an amine in solution. Generation of functionalized polymersupported primary amine oxime carbamates (3 and 9) for further diversification was accomplished by addition of amino acids or substituted hydrazines to resin 2. The use of these functionalized oxime carbamate resins for the generation of acyclic R-ureidoacetamides 5, 3-aminohydantoins 7, and 1,2,4-triazine-3,6-diones 8 is suitable for combinatorial library generation.
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