A simple protocol for the synthesis of N-perfluoroacylated and N-acylated glycals of neuraminic acid, having a secondary cyclic amines (morpholine or piperidine) at the 4α position, has been set-up, starting from peracetylated N-acetylneuraminic acid methyl ester that undergoes, sequencially 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
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 / P. Rota, P. Allevi, I.S. Agnolin, R. Mattina, N. Papini, M. Anastasia. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 10:14(2012), pp. 2885-2894.
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
P. RotaPrimo
;P. AlleviSecondo
;I.S. Agnolin;R. Mattina;N. PapiniPenultimo
;M. AnastasiaUltimo
2012
Abstract
A simple protocol for the synthesis of N-perfluoroacylated and N-acylated glycals of neuraminic acid, having a secondary cyclic amines (morpholine or piperidine) at the 4α position, has been set-up, starting from peracetylated N-acetylneuraminic acid methyl ester that undergoes, sequencially 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 amideFile | Dimensione | Formato | |
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