Studies towards the synthesis of bicyclomycin precursors: Synthesis of N,N′-disubstituted 2,5-diketopiperazines in solution and on solid phase

The synthesis of 3-(hydroxyalkyl)-N,N′-disubstituted 2,5-diketopiperazine derivatives - compounds required for the bicyclomycin analogues preparation - has been studied. The use of various oxo components in the Ugi multicomponent reaction (U-MCR) has been evaluated. The first example of an semicyclic O,O-acetal employed as an aldehyde equivalent in the U-MCR has been reported. The preparation and the synthetic application of Wang resin-bound aliphatic aldehydes in the synthesis of 2,5-diketopiperazine skeleton has also been described.

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