Synthesis of phenylalanine analogs

MY Chang, CY Lin, PP Sun

Index: Chang, Meng-Yang; Lin, Chun-Yu; Sun, Pei-Pei Journal of the Chinese Chemical Society, 2005 , vol. 52, # 5 p. 1061 - 1067

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Citation Number: 6

Abstract

Abstract A straightforward synthesis of phenylalanine analogs is described. Cerium ammonium nitrate (CAN) mediated addition of azide to cinnamic ester, followed by reaction with sodium acetate afforded the α-azidocinnamate in moderate yield. Hydrogenation of α- azidocinnamate, followed by BOC, CBZ or Fmoc protection gave phenylalanine analogs. A new approach for synthesizing racemic p-boronophenylalanine analog was also explored.