Stereoselective Synthesis of Four Stereoisomers of β-Methoxytyrosine, a Component of Callipeltin A

Callipeltin A is a novel cyclic depsipeptide that selectively inhibits the cardiac sodium/calcium
exchanger and is therefore of interest as a regulator of myocardial contractility. The stereochemistry
of β-methoxytyrosine, one of the amino acids contained within the marine natural product, could
not be determined. In an effort to elucidate the stereochemistry of this moiety, a stereoselective
synthesis of four stereoisomers of β-methoxytyrosine from (S)- and (R)-serine was accomplished.