A modular approach for the synthesis of oligosaccharide mimetics

Citation
A. Patel et Tk. Lindhorst, A modular approach for the synthesis of oligosaccharide mimetics, J ORG CHEM, 66(8), 2001, pp. 2674-2680
Citations number
36
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
8
Year of publication
2001
Pages
2674 - 2680
Database
ISI
SICI code
0022-3263(20010420)66:8<2674:AMAFTS>2.0.ZU;2-I
Abstract
To allow modular syntheses of oligosaccharide mimetics, the potentially tri functional glycoside 7 was synthesized and used as a scaffold for the succe ssive attachment of further monosaccharide derivatives to lead to the di-, tri-, and tetrasaccharide mimetics 11, 13, and is. This synthetic strategy can also be used to prepare oligovalent neoglycoconjugates, e.g., 18, which contains nine mannosyl units. The applied concept implies numerous options for the synthesis of a wide array of structural variations, biolabeling, o r solid-phase synthesis as well as combinatorial approaches.