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Separation of the organic bases by Craig partition. VII. Acyl migration in the stereoisomeric N-(N,N-dimethylphenylalanyl)ephedrines

Schönenberger, Helmut ; Fuchsberger, K. D. ; Brinkmann, Rolf


cf. CA 66: 49281u. The compds. studied were N-(L-N,N-dimethylphenylalanyl)-L-ephedrine (I), N-(D-N,N-dimethylphenylalanyl)-L-ephedrine (II), N-(L-N,N-dimethylphenylalanyl)-L-pseudoephedrine (III), and N-(D-N,N-dimethylphenylalanyl)-L-pseudoephedrine (IV). In every case, only the ester of L-pseudoephedrine resulted, even under mild conditions (room temp., acetone-HCl). Complete inversion of the ...


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