Cyclosulfamides as Constraint Dipeptides: The Synthesis and Structure of Chiral Substituted 1,2,5-Thiadiazolidine 1,1-Dioxides: Evaluation of the Toxicity

Abstract

A general synthesis for the preparation of chiral N-N′ substituted 1,2,5-thiadiazolidine 1,1-dioxides has been developed beginning with proteogenic amino acid, sulfuryl chloride, and dibromoethane. The selected chemistry and spectral properties of these compounds are examined. Overall, routes described are applicable to the synthesis of a variety of constrained dipeptidal sulfamides representing novel peptidomimetic scaffolds. Keywords: Amino acidsconstraints peptidescyclic sulfamides Acknowledgments Dedicated to the loving memories of Dr. Ahmed Benkhamala (1956-2004). This work is partially supported by the National Agency for the Research in Health (ANDRS, Project No 05/05/00039), the Applied Organic Chemistry Laboratory (F.N.R 2000), and the National Fund of Research (Algerian Research Ministry, MERS).