Title of article :
Synthesis of a pentasaccharide corresponding to the repeating unit of the exopolysaccharide from cryptococcus neoformans serovar D Original Research Article
Author/Authors :
Korien Zegelaar-Jaarsveld، نويسنده , , Sander A.W. Smits، نويسنده , , Gijs A. van der Marel، نويسنده , , Jacques H. van Boom، نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 1996
Pages :
14
From page :
1819
To page :
1832
Abstract :
The assembly of the pentasaccharide repeating unit of the exopolysaccharide from Cryptococcus neoformans serovar D (i.e. 1) is described. The glucuronic acid residue in 1 is introduced as a glucopyranoside and oxidized in a later stage of the synthesis. Thus, iodonium ion-assisted glycosylation of the partially protected methyl mannopyranoside 11 with ethylthio donor 14 gave, after selective deprotection, disaccharide 18. Elongation of the latter with d-glucopyranoside 35 gave trisaccharide 36. Subsequent protective group manipulations yielded the acceptor 37. Condensation of disaccharide donor 31 with trisaccharide acceptor 37 yielded pentasaccharide 38. Protective group manipulations of 38 afforded 42, the glucoside of which was oxidized to yield the corresponding glucuronide 44. Hydrogenolysis of 44 gave the target pentasaccharide 1.
Journal title :
Bioorganic and Medicinal Chemistry
Serial Year :
1996
Journal title :
Bioorganic and Medicinal Chemistry
Record number :
1300963
Link To Document :
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