Synthesis of a nona- and an undeca-saccharide that form part of the complex type of carbohydrate moiety of glucoproteins
✍ Scribed by Hans Lönn; Jörgen Lönngren
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- English
- Weight
- 523 KB
- Volume
- 120
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
Silver trifluoromethanesulfonate-promoted condensation of 3,6-di-O-acetyl-2-deoxy-2-phthalimido-4-0-(2,3,4,6-tetra-~-acetyl-~-D-galactopyranosyl)-8-~-glucopyranosyl bromide with benzyl2,4-di-O-benzyl-6-0-(3,4-di-O-benzyl-cc-D-mannopyranosyl)-3-0-(3,6-di-O-benzyl-a-D-mannopyranosyl)-~-D-mannopyranoside gave nonasaccharide and undecasaccharide derivatives. The nonasaccharide 2 and the undecasaccharide 3 were obtained by removal of the protecting groups followed by Nacetylation. X-(l-4)-OL-D-Manp-(l-3) x-(1-2) \ \ / Ol-D-Monp-(l-3) D-Man x-(1-2) / x-(1-4) \ \ D-MOn (Y-~-~~np-(i-6) X-Cl -21 / \ / X-(1-6) (Y-D-Manp-(l-6)
📜 SIMILAR VOLUMES
Reaction of a thioglycoside with methyl trifluoromethanesulfonate (methyl triflate) in the presence of a hydroxyl compound is an efficient glycosylation method. Thus, methyl triflate-promoted condensation of ethyl 4,6-O-benzylidene-2 -deoxy-2-phthalimido-1-thio-3-0-(2,3,4-t~-O-benzyl-~-L-fucopyranos
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