Synthesis of 4,5-disubstituted-3-deoxy-d-manno-octulosonic acid (Kdo) derivatives

In this study, a new synthetic approach to 4,5-branched Kdo trisaccharides based on the common acceptor Kdo(α2-4)Kdo was developed. The synthesis of three types of 4,5-branched trisaccharides, Hep(α1-5)[Kdo(α2-4)]Kdo, Man(α1-5)[Kdo(α2-4)]Kdo, and GalNAc(α1-5)[Kdo(α2-4)]Kdo, was achieved in good yiel...

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Veröffentlicht in:	Tetrahedron 2014-06, Vol.70 (23), p.3675-3682
Hauptverfasser:	Yi, Ruiqin, Ogaki, Atsushi, Fukunaga, Mayumi, Nakajima, Hiromitsu, Ichiyanagi, Tsuyoshi
Format:	Artikel
Sprache:	eng
Schlagworte:	3-Deoxy-d-manno-2-octulosonic acid 4,5-Branched structure Derivatives Inner-core oligosaccharide Lipooligosaccharide Lipopolysaccharide Synthesis (chemistry) Tetrahedrons
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Beschreibung
Zusammenfassung:	In this study, a new synthetic approach to 4,5-branched Kdo trisaccharides based on the common acceptor Kdo(α2-4)Kdo was developed. The synthesis of three types of 4,5-branched trisaccharides, Hep(α1-5)[Kdo(α2-4)]Kdo, Man(α1-5)[Kdo(α2-4)]Kdo, and GalNAc(α1-5)[Kdo(α2-4)]Kdo, was achieved in good yield and high α-selectivity. [Display omitted]
ISSN:	0040-4020 1464-5416
DOI:	10.1016/j.tet.2014.04.024