Synthesis

Stereoselective Synthesis of β-Methoxytyrosine Derivatives for Identification of the Absolute Configuration of Callipeltin E

H Konno, S Aoyama, K Nosaka, K Akaji

Index: Konno, Hiroyuki; Aoyama, Sachiyo; Nosaka, Kazuto; Akaji, Kenichi Synthesis, 2007 , # 23 p. 3666 - 3672

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Citation Number: 10

Abstract

Abstract Asymmetric syntheses of all diastereoisomers of β-methoxytyrosine, an unusual amino acid contained in callipeltin A, were accomplished starting from a cinnamyl ester derivative. The stereochemistry of β-methoxytyrosine in callipeltin E was estimated to be 2R, 3R by 1 H and 13 C NMR analyses of four diastereoisomeric tripeptides, each containing a β- methoxytyrosine isomer. These results obtained from the synthetic peptide derivatives ...