Abstract

A convenient synthesis of an important constituent segment, methyl (2S)-2-[1-(N-Boc)amino-2-hydroxy-2-methyl]propylthiazole-4-carboxylate (2), which is the Fragment C derivative of a macrocyclic antibiotic, thiocilline, is described. Reduction of methyl N-Boc-hydroxyvalinate (4) with NaBH 4 , followed by oxidation with Dess-Martin reagent gave the corresponding formyl derivative, which was then thiazolated with H-L-Cys-OMe to give 2.

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