Bausteine von Oligosacchariden, LXIX. Synthese von 1,6‐Anhydromuramylpeptiden
- 15 April 1986
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 1986 (4) , 664-674
- https://doi.org/10.1002/jlac.198619860408
Abstract
Es wird eine effektive Synthese für die 1,6‐Anhydro‐β‐muraminsäure 8 angegeben. Die Kupplung zum Disaccharid 13 mit 3,4,6‐Tri‐O‐acetyl‐2‐desoxy‐2‐phthalimido‐β‐D‐glucopyranosylbromid (12) als Glycosyldonator gelingt in sehr guter Ausbeute mit Silbertriflat und aktiviertem Molekularsieb (10 Å). Die Peptidkupplung des Disaccharides 15 mit dem Dipeptid 9 führt zu 16, aus dem das 1,6‐Anhydromuramylpeptid β‐D‐GlcNAc‐(1 → 4)‐1,6‐anhydro‐β‐MurNAc‐L‐Ala‐D‐iso‐GlnOH (17) gewonnen werden kann.Keywords
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