Volume 26, Issue 19
Natural Products
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ChemInform Abstract: A New Method for Hydroxymethylene Peptide Isostere Synthesis: Asymmetric Synthesis of Statine.

R. M. WILLIAMS

R. M. WILLIAMS

Dep. Chem., Colo. State Univ., Fort Collins, CO 80523, USA

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P.-J. COLSON

P.-J. COLSON

Dep. Chem., Colo. State Univ., Fort Collins, CO 80523, USA

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W. ZHAI

W. ZHAI

Dep. Chem., Colo. State Univ., Fort Collins, CO 80523, USA

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First published: May 9, 1995

Abstract

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ChemInform Abstract

The key step of the asymmetric synthesis of (-)-statine (IXa), an unusual amino acid occurring in the potent inhibitor of aspartic proteases pepstatin, is the coupling reaction of the hemi-acetal (V) with the ketene silyl acetal (VI). The method is suitable to be extended to the preparation of other peptidomimetics.

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