Chemoselective Staudinger-phosphite reaction of symmetrical glycosyl-phosphites with azido-peptides and polygycerols

V. Böhrsch, T. Mathew, M. Zieringer, M.R. Vallée, L.M. Artner, J. Dernedde, R. Haag, C.P. Hackenberger – 2012

In this paper we present the synthesis of glyco-phosphoramidate conjugates as easily accessible analogs of glyco-phosphorous esters via the Staudinger-phosphite reaction. This protocol takes advantage of synthetically accessible symmetrical carbohydrate phosphites in good overall yields, in which ethylene or propylene linkers can be introduced between phosphorous and galactose or lactose moieties. The phosphites were finally applied for the chemoselective reaction with azido-peptides and polyazido(poly)glycerols.

Titel
Chemoselective Staudinger-phosphite reaction of symmetrical glycosyl-phosphites with azido-peptides and polygycerols
Verfasser
V. Böhrsch, T. Mathew, M. Zieringer, M.R. Vallée, L.M. Artner, J. Dernedde, R. Haag, C.P. Hackenberger
Datum
2012
Kennung
10.1039/c2ob25207d
Zitierweise
Org. Biomol. Chem. 2012, 10, 6211-6216
Art
Text
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