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Solid-phase synthesis of substituted 2,3-diketopiperazines from reduced polyamides

Solid-phase synthesis of substituted 2,3-diketopiperazines from reduced polyamides

Tetrahedron 56(21): 3319-3326

An efficient method for the solid phase synthesis of 1,6-disubstituted 2,3-diketopiperazine and 1,4,5-trisubstituted 2,3-diketopiperazine derivatives is described. The reduction of resin-bound acylated amino acids or resin-bound dipeptides, followed by treatment with oxalyldiimidazole, affords the corresponding diketopiperazines in good yield and high purity. This is an example of a broader approach to the solid phase synthesis of individual heterocyclic compounds using peptides directly or indirectly as starting materials.

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Accession: 011374427

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DOI: 10.1016/s0040-4020(00)00253-2

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