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

作者：Rota Paola^*; Allevi Pietro; Agnolin Irene S; Mattina Roberto; Papini Nadia; Anastasia Mario

来源：Organic and Biomolecular Chemistry, 2012, 10(14): 2885-2894.

DOI：10.1039/c2ob07015d

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 4 alpha 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 beta-elimination, and a selective hydrolysis of the ester functions, without affecting the sensitive perfluorinated amide.

• 出版日期2012