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  • Concise synthesis of all stereoisomers of beta-methoxytyrosine and determination of the absolute configuration of the residue in callipeltin A.

Concise synthesis of all stereoisomers of beta-methoxytyrosine and determination of the absolute configuration of the residue in callipeltin A.

Organic letters (2005-07-29)
Angela Zampella, Rosa D'Orsi, Valentina Sepe, Agostino Casapullo, Maria Chiara Monti, Maria Valeria D'Auria
PMID16048348
ABSTRACT

All stereoisomers of beta-methoxytyrosine (beta-OMeTyr), a stereo-undefined component of callipeltin A, were synthesized from L- and D-tyrosine. The stereochemistry of beta-OMeTyr in callipeltin A was determined to be 2R,3R by an oxidative procedure and Marfey's analysis. [structure: see text]