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Zur Synthese von isocamphananalogem Ephedrin |
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| Authors: | Gerhard Buchbauer Waltraud Pernold Monika Ittner Mohammad T. Ahmadi Renate Dobner Reinhold Reidinger |
| Affiliation: | (1) Institut für Pharmazeutische Chemie, Universität Wien, A-1090 Wien, Österreich |
| Abstract: | The synthesis of two new bicyclic phenylethylamine derivatives with potentially simpathomimetic effects is described. The synthesis of the isocamphane analogous apoephedrine (4) starts from the bicyclic methylketone5 and leads via its  -bromoderivative6 and the corresponding tosylamidoketone8 to4. The synthesis of the title compound2 has been accomplished by preparing the -oximinoketone19 from the bicyclic ethylketone15 with subsequent reduction to the amino alcohol derivative20 and final selective monomethylation by theJohnstone procedure via the corresponding trifluoroacetamide.Herrn Prof. Dr.K. Kratzl mit den besten Wünschen zum 70. Geburtstag gewidmet. |
| Keywords: | Apoephedrine analogue Bicyclo[2.2.1]heptyl-N-methylaminoethanol derivative Bicyclo[2.2.1]heptyl-N-methylaminopropane derivative C-N-Bond formation Ephedrine analogue Isocamphane analogous drugs |
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