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■ Synthesis of 3-Amino-4-indolyl-2-piperidones: Tryptophan-derived Pseudodipeptides

Ricardo Rodríguez, Anna Diez, Mario Rubiralta,* and Ernest Giralt

*Laboratori de Química Orgànica, Facultat de Farmàcia, Universitat de Barcelona, 08028 Barcelona, Spain

Abstract

(αR,3R*,4R*)-N-(2-Acetoxy-1-phenylethyl)-3-allyloxycarbonylamino-4-(1-benzyl-3-indolyl)-2-piperidone (1), a pseudodipeptide which contains a conformationally restricted analogue of tryptophan has been synthesized from anhydride (2) and (R)-(-)-phenylglycinol (3).