Volume 27, Issue 16
Natural Products
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ChemInform Abstract: A Mild Preparation of Amino Acid N-Acylsulfonamides.

J. C. PELLETIER

J. C. PELLETIER

Dep. Chem., Symphony Pharm., Malvern, PA 19355, USA

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D. P. HESSON

D. P. HESSON

Dep. Chem., Symphony Pharm., Malvern, PA 19355, USA

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First published: April 16, 1996

Abstract

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ChemInform Abstract

Condensation of N-protected amino diacid monobenzyl esters (I) and (IV) with the sulfonamides (II) followed by catalytic hydrogenolytic ester cleavage provides a mild preparation of the amino acid N- acylsulfonamides (III) and (V). The sequence is an improvement over existing methods. In particular, the γ-substituted glutamic acid acylsulfonamides (III) are obtained without competitive formation of pyroglutamates.

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