SYNTHESIS OF A DIHYDROXY-SUBSTITUTED AMINOXYL SPIN LABEL AND ITS CROWN-ETHER AND CYCLIC DIESTER DERIVATIVES

A novel dihydroxy-substituted aminoxyl spin label, hydroxypropyl)-2,2, 6,6-tetramethylpiperidine-1-oxy (5), has been prepared. From this amin oxyl radical, a spin-labeled crown ether, 1-tetraoxa-17-azabicyclo[13, 4,0]-nonadecane-17-oxy (12), and a spin-labeled cyclic diester, 11-tet raoxa-17-azabicyclo[13,4,o]nonadecane-17-oxy (13), have been acquired. Other four new stable aminoxyl radicals 8, 9, 10, and 11 have also be en obtained within the synthetic approach. It has been demonstrated th at the cyclic ether compound (7) is generated by the reduction of its corresponding lactone which is sidely derived from the oxo-reduced spe cies of 3 by intramolecular cyclization.