The synthesis of four deuterated sialic acids and their 1,7-lactones has been performed in two ways, one based on sialic acid classical chemistry, and the other involving a direct exchange of the unlabeled acyl group of N-acetylneuraminic acid with a labeled one mediated by a perfluorinated amide. The final lactonization is promoted by benzyloxycarbonyl chloride.
Two procedures for the syntheses of labeled sialic acids and their 1,7-lactones / P. Allevi, M. Anastasia, M.L. Costa, P. Rota. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 22:3(2011), pp. 338-344. [10.1016/j.tetasy.2011.02.012]
Two procedures for the syntheses of labeled sialic acids and their 1,7-lactones
P. AlleviPrimo
;M. AnastasiaSecondo
;M.L. CostaPenultimo
;P. RotaUltimo
2011
Abstract
The synthesis of four deuterated sialic acids and their 1,7-lactones has been performed in two ways, one based on sialic acid classical chemistry, and the other involving a direct exchange of the unlabeled acyl group of N-acetylneuraminic acid with a labeled one mediated by a perfluorinated amide. The final lactonization is promoted by benzyloxycarbonyl chloride.
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