One-Pot Synthesis of Glucosamine Oligosaccharides

One-Pot Synthesis of Glucosamine Oligosaccharides

Tuning the reactivity of glycosyl donors derived from 2-amino-2-deoxy glucose by selective introduction of different N-protecting (NPhth and NHTroc) and anomeric leaving groups (ethylthio and phenylthio) enabled highly efficient oligosaccharide synthesis in a one-pot manner. One-pot sequential glyco...

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Veröffentlicht in:Organic letters 2002-01, Vol.4 (2), p.281-283
Hauptverfasser: Fridman, Micha, Solomon, Dmitry, Yogev, Shay, Baasov, Timor
Format: Artikel
Sprache:eng
Schlagworte:
Glucosamine - chemical synthesis
Glucosamine - chemistry
Oligosaccharides - chemical synthesis
Thioglycosides - chemistry
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Zusammenfassung:Tuning the reactivity of glycosyl donors derived from 2-amino-2-deoxy glucose by selective introduction of different N-protecting (NPhth and NHTroc) and anomeric leaving groups (ethylthio and phenylthio) enabled highly efficient oligosaccharide synthesis in a one-pot manner. One-pot sequential glycosylation of three and four units of 2-amino-2-deoxy glucose gave trisaccharides and tetrasaccharide in 50−81% yields.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol017054d