| DOI | Trouver le DOI : https://doi.org/10.1016/j.tet.2011.05.133 |
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| Auteur | Rechercher : Yu, Siu Hong1; Rechercher : Whitfield, Dennis M. |
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| Affiliation | - Conseil national de recherches du Canada. Institut des sciences biologiques du CNRC
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| Format | Texte, Article |
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| Sujet | protecting group; glycolipid; glycopeptide; oligosaccharide |
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| Résumé | A pragmatic approach for preparing glycoconjugates of complex oligosaccharides is to prepare the oligosaccharide as a building block with most of its protecting groups exchanged to protecting groups whose cleavage and other manipulations are highly compatible with the functional groups of complex aglycones. For such an approach the reducing end sugar of the building bloc must be protected with a cleavable protecting group during the oligosaccharide synthesis.We demonstrate that the acid labile 1- methyl 10-cyclopropylmethyl (MCPM) can be effectively used for this purpose. A trisaccharide glycolipid and a disaccharide glycoamino acid are prepared. The absolute chirality of the MCPM in one key acceptor is determined by a combination of NMR NOE measurements, DFT molecular modeling and Noyori catalyst catalyzed asymmetric reduction. |
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| Date de publication | 2011-06-13 |
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| Dans | |
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| Langue | anglais |
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| Publications évaluées par des pairs | Oui |
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| Numéro NPARC | 19254213 |
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| Exporter la notice | Exporter en format RIS |
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| Signaler une correction | Signaler une correction (s'ouvre dans un nouvel onglet) |
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| Identificateur de l’enregistrement | 290a842d-02a5-4879-a655-7786fc98350d |
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| Enregistrement créé | 2012-03-08 |
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| Enregistrement modifié | 2020-04-21 |
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