Synthesis of L-2,3,5,6-tetrafluoro-4-(phosphonomethyl)phenylalanine, a novel non-hydrolyzable phosphotyrosine mimetic and L-4-(phosphonodifluoromethyl)phenylalanine

  • Liu W
  • Roques B
  • Garbay C
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Abstract

A new non-hydrolyzable phosphotyrosine analogue, L-F4Pmp and its N-Fmoc protected derivative were prepared by using an enantioselective synthetic pathway with camphor sultam as chiral auxiliary. The side chain pKa2(6.9) of L-F4Pmp was determined A new synthesis of L-F4Pmp was also described.

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Authors

  • Wang Qing Liu

  • Bernard P. Roques

  • Christiane Garbay

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