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Facile Synthesis of a Library of Lyme Disease Glycolipid Antigens

Author:
Twibanire, Jean-d’Amour K., Omran, Raha Parvizi, Grindley, T. Bruce
Source:
Organic letters 2012 v.14 no.15 pp. 3909-3911
ISSN:
1523-7052
Subject:
Lyme disease, antigens, chemical structure, esterification, fatty acids, galactose, glycolipids, glycosylation, regioselectivity
Abstract:
A library of one of the two Lyme disease antigens, BbGL1, has been synthesized in four steps from d-galactose using BF₃-promoted glycosylation of the peracetate to introduce the cholesteryl β-glycoside and TBTU-promoted esterification to add a range of fatty acids regioselectively at O-6 of d-galactose in good yield.
Agid:
5784151