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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Combinatorial synthesis of oxazol-thiazole bis-heterocyclic compounds
1Torrey Pines Institute for Molecular Studies , 11350 SW Village Parkway, Port St Lucie, Florida 34987, United States.
Abstract:
A combinatorial library of novel oxazol-thiazole bis-heterocycles was synthesized in good to excellent overall yields with high purity using a solution and solid-phase parallel synthesis approach. Oxazole amino acids, prepared from serine methyl ester and amino acids via coupling and cyclodehydration, were treated with Fmoc-NCS and α-haloketones for the parallel synthesis of diverse bis-heterocycles. Fmoc-isothiocyanate is used as a traceless reagent for thiazole formation. Oxazole diversity can be achieved by using variety of amino acids, whereas thiazole diversity is produced with various haloketones.
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