Patent ID: 6054623
Filing Date: 2000-04-25
Classification: C07C,C07F,Y02P

Abstract:
A method for the preparation of hydroxythiol compounds comprising:reacting a hydroxyl-protected halide compound having the structure:X--R--OPgwith magnesium in a Grignard-suitable solvent to form a hydroxyl-protected magnesium halide compound, wherein R is selected from the group consisting of substituted or unsubstituted aliphatic radicals, substituted or unsubstituted cyclic aliphatic radicals, substituted or unsubstituted aromatic radicals, substituted or unsubstituted araliphatic radicals and substituted or unsubstituted heterocyclic radicals; Pg is a protecting group; and X is selected from the group consisting of F, Cl, Br and I;reacting said hydroxyl-protected magnesium halide compound with sulfur in said Grignard-suitable solvent to form a hydroxyl-protected thiomagnesium halide compound; andhydrolyzing the protected hydroxyl group to form a hydroxythiomagnesium halide compound and converting the thiomagnesium halide to a thiol;wherein said protecting group is selected so that species formed by the de-protection of said protecting group are inert toward thiols, or said method further comprises the step of removing the protecting group species formed by de-protection of said hydroxyl group from the reaction mixture before converting said thiomagnesium halide to a thiol.