SYNTHESIS AND STRUCTURAL, CONFORMATIONAL AND PHARMACOLOGICAL STUDY OFNEW ESTERS DERIVED FROM 3,7-DIMETHYL-3,7-DIAZABICYCLO[3.3.1]NONAN-9-OL

A series of esters derived from 3,7-dimethyl-3,7-diazabicyclo[3.3.1]no nan-9-ol has been synthesized and studied using H-1 and C-13;NMR spect roscopy and the crystal structure of nyloxy)-3,7-dimethyl-3,7-diazabic yclo[3.3.1]nonane hydrochloride (V . HCl) has been determined by X-ray diffraction. In CDCl3 solution, these compounds adopt an almost perfe ct chair-chair conformation with the N-substituents in equatorial posi tions. By comparing the NMR parameters of these compounds with those o f the corresponding alcohol and some azatricyclane derivatives, severa l stereoelectronic effects have been deduced.