A Straightforward Synthesis of Enantiopure (1S,2R)-Ephenamine

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
Hauptverfasser: Velho, Arthur, Martins, José
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CHEMISTRY, MULTIDISCIPLINARY
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creator Velho, Arthur
Martins, José
description 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.
doi_str_mv 10.21577/0103-5053.20200121
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title A Straightforward Synthesis of Enantiopure (1S,2R)-Ephenamine
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