Synthesis of L-Kedarosamine in Protected Form and Its Efficient Incorporation into an Advanced Intermediate to Kedarcidin Chromophore

摘要

An efficient route to the complex L-kedarosamine α-glycosidic ether 2, a synthetic precursor to kedarcidin chromophore, is described. Central to the route, which is suitable for the preparation of multi-gram amounts of material, is a short synthetic sequence from D-threonine to protected L-kedarosamine derivatives and methodology for their α-selective coupling with appropriate hydroxyl acceptors.