Synthesis of Neu5Ac ?-(2? 8)Neu5Ac ?-(2? 3)Gal?1? Och 2 Ch 2 Ch 3 , A Determinant Epitope of Gd 3 Ganglioside
- 1 January 1991
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 10 (6) , 947-957
- https://doi.org/10.1080/07328309108543964
Abstract
Synthesis of the terminal trisaccharide sequence of the ganglioside GD3, α-D-Neup5Ac-(2→8)-α-D-Neup5Ac-(2→3)-β-D-Galp-(1→4)-β-D-Glcp-(1→1)-Cer (2) was achieved by employing an α-(2→8) disialyl glycosyl donor (1). Condensation of 1 with the glycosyl acceptor 6, propyl 4,6-O-benzylidene-β-D-galactopyranoside, gave the desired protected trisaccharide 10 (14%) as well as the elimination and hydrolysis products of 6, compounds 8 and 9 respectively. O-Deacetylation and debenzylation of 10 gave the final trisaccharide 11, as its propyl glycoside.Keywords
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