TOTAL SYNTHESIS OF MODIFIED JSTX TOXINS - REDUCTIVE ALKYLATION IS A PRACTICAL ROUTE TO HEXAHYDROPYRIMIDINE POLYAMINE AMIDES

Reductive alkylationis a practical route for a total synthesis of regi oisomers of spider toxin JSTX-3, a polyamine amide which is a selectiv e glutamate receptor antagonist and may have potential as a neuroprote ctive agent. The strategy is based upon a reductive alkylation step wh ich enables one free amine to be generated regiospecifically in the ne w polyamine, ct the regiospecific incorporation of a hexahydropyrimidi ne moiety which conformationally restricts the polyamine amide backbon e.