A novel and facile preparation of bremazocine enantiomers through optically pure N-norbremazocines

E Greiner, JE Folk, AE Jacobson, KC Rice

Index: Greiner, Elisabeth; Folk, John E.; Jacobson, Arthur E.; Rice, Kenner C. Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 1 p. 233 - 238

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Citation Number: 16

Abstract

In order to provide ready access to multigram quantities of the optically pure bremazocines [(−)-and (+)-9, 9-dimethyl-5-ethyl-2-hydroxy-2-(1-hydroxy-cyclopropylmethyl)-6, 7- benzomorphan)], we have developed an improved non-chromatographic synthesis, and determined the optical purity of their N-nor precursors using a rapid and relatively simple 1H NMR method based on diastereomeric derivatization with optically pure 1- ...