SYNTHESIS AND STRUCTURAL STUDY OG TROPANE BENZAMINES. Part III. N-(8-Isopropyl-nortropan-3-β-yl)-2-methoxy-4-amino-5-chlorobenzamide

Article abstract of DOI:10.1016/0022-2860(89)85149-X

N-(8-Isopropyl-nortropan-3-β-yl)-2-methoxy-4-amino-5-chlorobenzamide has ben synthesized and its crystal and molecular structures determined by X-ray diffraction, IR, 1H NMR and 13C NMR methods.The pyrrolidine and piperidine rings adopt a flattened N-8 envelope and distorted chair conformation puckered at N-8, with the N-isopropyl substituent and the amido groups, respectively, in axial and equatorial position with respect to the piperidine ring.A great predominance in solution of the conformer observed in the solid sate is proposed.The results obtained are compared with those previously found for the corresponding α-epimer.