An Efficient Synthesis of D-Galactose-Based Multivalent Neoglycoconjugates

作者：de Andrade Saulo F; Figueiredo Rute C; de Souza Filho Jose D; Alves Ricardo J^*

来源：Journal of the Brazilian Chemical Society, 2012, 23(6): 1062-+.

DOI：10.1590/S0103-50532012000600010

• glycodendrimers
• D-galactose
• synthesis
• pentaerythrityltetramine
• PAMAM

In this work, the synthesis of dimeric, trimeric and tetrameric D-galactose-based neoglycoconjugates is reported. The monosaccharide ligand was prepared in 5 straightforward steps from D-galactose using the Doebner modification of the Knoevenagel reaction for chain elongation. The ligand was coupled to 1,4-butanediamine, tris-(2-ethylamino) amine, pentaerythrityltetramine and PAMAM dendrimers (1,4-butanodiamine core G0 and 1,12-dodecanediamine core G0). The unprotected glycodendrimers were purified by size-exclusion chromatography (SEC). This was the only step in which a chromatographic method was employed throughout the synthetic route. This is a new and efficient strategy for the preparation of neoglycoconjugates.

• 出版日期2012-6