Synthesis of C-8 Deuterated Glycosides of 3-Deoxy-D-manno-oct-2-ulosonic Acid (Kdo) Related to Chlamydial Lipopolysaccharides
✍ Scribed by Paul Kosma; Martina Strobl; Andreas Hofinger; Jens Ø. Duus; Bent O. Petersen; Klaus Bock; Helmut Brade
- Book ID
- 106215051
- Publisher
- Springer Vienna
- Year
- 2002
- Tongue
- English
- Weight
- 129 KB
- Volume
- 133
- Category
- Article
- ISSN
- 0026-9247
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Glycosylation of methyl (ally1 7,8-0-carbonyl-3-deoxy-a-D-manno-2-octulopyranosid)onate with an (w-(2+4) linked per-0-acetylated KDO-disaccharide bromide derivative under Helferich conditions afforded a 2: 1 mixture of the (Y-and p-linked trisaccharide derivatives in 50% yield. Removal of the protec
Treatment of methyl 2,4,5,7,8-penta-O-acetyl-3-deoxy-cr-D-manno-oct-2ulopyranosonic acid, or its methyl ester, with refluxing methanolic O.lM hydrogen chloride for 16 h gave 95% of methyl (methyl 3-deoxy-a-D-manno-act-2-ulopyranosid)onate. Acetylation of the methyl ester of 3-deoxy-D-manno-act-2ulo
Syntheses of the pentasaccharide 2-(4-aminophenyl)ethyl 3-deoxy-5-O-(3,4,6- tri-O-beta-D-glucopyranosyl-alpha-D-glucopyranosyl)-alpha-D-manno-oct-2- ulopyranosidonic acid and of the tetrasaccharide 3,4,6-tri-O-beta-D-glucopyranosyl-alpha-D-glucopyranoside, both as its methyl and 2-(4-trifluoro-aceta