A stereoselective synthesis of (+)-L-733,060 from ethyl (R)-(+)-2,3-epoxypropanoate |
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Authors: | Sébastien Prévost Phannarath Phansavath Mansour Haddad |
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Institution: | Chimie ParisTech (Ecole Nationale Supérieure de Chimie de Paris), Laboratoire Charles Friedel CNRS UMR 7223, 11 Rue Pierre et Marie Curie, 75231 PARIS Cedex 05, France |
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Abstract: | An asymmetric synthesis of neurokinin substance P receptor antagonist (+)-L-733,060 starting from enantiomerically pure ethyl (R)-(+)-2,3-epoxypropanoate (ethyl glycidate) is described. The synthesis relies on a diastereoselective reductive amination, regioselective intramolecular epoxide opening, and in situ cyclization as the key steps. |
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