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Orthogonally protected D-galactosamine thioglycoside building blocks via highly regioselective, double serial and double parallel inversions of beta-D-thiomannoside

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Title Orthogonally protected D-galactosamine thioglycoside building blocks via highly regioselective, double serial and double parallel inversions of beta-D-thiomannoside
 
Creator EMMADI, M
KULKARNI, SS
 
Subject AUTOMATED OLIGOSACCHARIDE SYNTHESIS
ANTICANCER VACCINES
EFFICIENT SYNTHESIS
SYNTHETIC VACCINES
REPEATING UNIT
GLYCOPEPTIDE
DERIVATIVES
GLUCOSAMINE
ANTIGEN
NITRITE
 
Description An efficient route for the synthesis of orthogonally protected D-galactosamine thioglycosides via one-pot double serial and double parallel displacements of the D-mannosyl-2,4-bis-trifluoromethanesulfonates by azide and nitrite ions is described. These building blocks were utilized to synthesize the rare disaccharide moiety of the zwitterionic polysaccharide of Bacteroides fragilis and the selectively protected Tn antigen,
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2014-10-16T14:12:55Z
2014-10-16T14:12:55Z
2013
 
Type Article
 
Identifier ORGANIC & BIOMOLECULAR CHEMISTRY, 11(29)4825-4830
http://dx.doi.org/10.1039/c3ob40935j
http://dspace.library.iitb.ac.in/jspui/handle/100/15754
 
Language en