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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. and Brinkmann, Rolf (1967) Separation of the organic bases by Craig partition. VII. Acyl migration in the stereoisomeric N-(N,N-dimethylphenylalanyl)ephedrines. Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft 300 (2), pp. 126-135.

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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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Item type:Article
Additional Information (public):CAN 67:2830 25 Noncondensed Aromatic Compounds 2480-20-8; 2673-32-7; 5042-94-4; 7275-84-5 Role: RCT (Reactant), RACT (Reactant or reagent) (acyl group migration in); 14355-01-2P; 14355-02-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of)
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Schönenberger
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Keywords:Acyl groups (migration of, in alpha -(dimethylamino)-N-(beta -hydroxy-alpha -methylphenethyl)-N-methylhydrocinnamamide) EPHEDRINE STEREOISOMERISM STEREOISOMERISM EPHEDRINE PSEUDOEPHEDRINE STEREOISOMERISM
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Item ID:18160
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