Formation of β-Configured Thioglycosides of d-Glucosamine and d-Galactosamine and Synthesis of Protected Human Milk Oligosaccharides.
| Autor: | Pedersen K; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark., Christensen LG; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark., Jensen HH; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark. |
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| Jazyk: | angličtina |
| Zdroj: | The Journal of organic chemistry [J Org Chem] 2023 Sep 01; Vol. 88 (17), pp. 12531-12541. Date of Electronic Publication: 2023 Aug 10. |
| DOI: | 10.1021/acs.joc.3c01267 |
| Abstrakt: | We report on the stereoselective multigram scale preparation of cyclohexyl- and phenyl thioglycosides of 2-azido-2-deoxy-β-d-gluco- and galactopyranosides from d- N -acetylglucosamine using a catalytic and solvent-free method. Two of the prepared building blocks were used as key intermediates for the synthesis of human milk oligosaccharides LNT and LNnT in their protected form. |
| Databáze: | MEDLINE |
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