Synthesis of the heterocyclic core of the D-series GE2270

Abstract

A straightforward enantiomerically pure synthesis of the heterocyclic core of the D-series GE2270 is reported. The synthetic strategy combines the Hantzsch thiazole’s building condensation with a cross-coupling reaction including direct C–H hetarylation to build and connect step-by-step thiazolyl moieties to the 5-bromopicolinate as readily available starting material.

Keywords

• antibiotic
• bromination
• BSC
• C–H arylation
• cross-coupling
• Hantzsch synthesis
• thiopeptide