A Straightforward Synthesis of Enantiopure (1S,2R)-Ephenamine
An enantioselective six-step synthesis of (1S,2R)-ephenamine starting from readily available chiral amino acid is disclosed presenting 26% overall yield and high optical purity. The use of chiral phenylglycine as starting material was also studied and did not present satisfactory results due to a ve...
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Veröffentlicht in: | Journal of the Brazilian Chemical Society 2020-12, Vol.31 (12), p.2462-2469 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | An enantioselective six-step synthesis of (1S,2R)-ephenamine starting from readily available chiral amino acid is disclosed presenting 26% overall yield and high optical purity. The use of chiral phenylglycine as starting material was also studied and did not present satisfactory results due to a very sensitive a-carbonyl/benzylic stereogenic center that, in our hands, led to racemization. |
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ISSN: | 0103-5053 1678-4790 |
DOI: | 10.21577/0103-5053.20200121 |