Abstract: Fifteen 3α and β-substituted benzamido-6β-hydroxy, acetoxy and benzoyloxy-tropanes were synthesized according to Scheme 1 and Scheme 2. The dey intermediates 3α-amino and3β-amino tropane derivatives 3 and 8 were prepared by reductive amination of tropinone 2 withammonium acetate and sodium cyanoborohydride, and reduction of oxime 7 with sodium respectively.Condensation of 3 and 8 with substituted benzoic acids using 2-bromo-N-methyl-pyridinium iodide ascondensing reagent yielded the corresponding amides 4a～d and 9a～d. Basic hydrolysis of 4a～dfurnished alcohols 5a ～ d. Acid hydrolysis of 9a～d gave alcohols 10a～d.Treatment of 10a withacetic anhydride yielded acetate 11a. Reaction of 10c,d with benzoyl chloride gave the correspondingbenzoates 11c,d. Compounds 5d,12c and 12d exhibited definite affinities to both D-1 and D- 2receptors。