Diastereoselective synthesis of all stereoisomers of beta-methoxytyrosine, a component of papuamides.

J Org Chem

Graduate School of Pharmaceutical Sciences, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.

Published: December 2002

beta-Methoxytyrosine (beta-OMeTyr) is a stereoundefined component of papuamides A and B, novel cyclodepsipeptides, with anti-HIV and cytotoxic activities. For structural determination and total synthesis of papuamides, all stereoisomers of beta-OMeTyr were stereoselectively prepared from (S)- and (R)-serine, respectively.

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http://dx.doi.org/10.1021/jo0258352DOI Listing

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