Synthesis of peptidosulfinamides and peptidosulfonamides: peptidomimetics containing the sulfinamide or sulfonamide transition-state isostere

…, GA van der Marel, RJ Liskamp

Index: Moree, Wilna J.; Marel, Gijs A. van der; Liskamp, Rob J. Journal of Organic Chemistry, 1995 , vol. 60, # 16 p. 5157 - 5169

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Citation Number: 135

Abstract

Synthetic routes are described toward the preparation of a-as well as/3-substituted aminoethanesulfinyl chlorides, starting from either an aldehyde or from an amino acid derivative. The sulfinyl chlorides are used as building blocks for the preparation of homochiral a-or/3-substituted sulfinamide and sulfonamide transition-state isosteres. The methodology has been applied to the synthesis of peptidosulfonamide peptidomimetics ...