A simple synthesis of N-perfluoroacylated and N-acylated glycals of neuraminic acid with a cyclic aminic substituent at the 4α position as possible inhibitors of sialidases.

نویسندگان

  • Paola Rota
  • Pietro Allevi
  • Irene S Agnolin
  • Roberto Mattina
  • Nadia Papini
  • Mario Anastasia
چکیده

A simple protocol for the synthesis of N-perfluoroacylated and N-acylated glycals of neuraminic acid, with a secondary cyclic amine (morpholine or piperidine) at the 4α position, has been set-up, starting from peracetylated N-acetylneuraminic acid methyl ester that undergoes, sequentially to its direct N-transacylation followed by a C-4 amination, a β-elimination, and a selective hydrolysis of the ester functions, without affecting the sensitive perfluorinated amide.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 10 14  شماره 

صفحات  -

تاریخ انتشار 2012