## Abstract For Abstract see ChemInform Abstract in Full Text.
G.l.c.-m.s. of partially methylated and acetylated derivatives of l-glycero-d-manno- and d-glycero-d-manno-heptopyranoses and -heptitols
โ Scribed by Otto Holst; Helmut Brade; Krzysztof Dziewiszek; Aleksander Zamojski
- Book ID
- 102993646
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- English
- Weight
- 545 KB
- Volume
- 204
- Category
- Article
- ISSN
- 0008-6215
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โฆ Synopsis
Methylated or acetylated heptopyranose derivatives were prepared variously from L-glycero-D-manno- and D-glycero-D-manno-heptopyranose, O-L- glycero-alpha-D-manno-heptopyranosyl-(1----3)-L-glycero-D-manno- heptopyranose, O-L-glycero-alpha-D-manno-heptopyranosyl-(1----7)-L-glycero- D-manno-heptopyranose, and O-L-glycero-alpha-D-manno- heptopyranosyl-(1----7)-O-L-glycero-alpha-D-manno- heptopyranosyl-(1----3)-L-glycero-D-manno- heptopyranose, which are structural elements of the heptose region of enterobacterial lipopolysaccharides. Each derivative was investigated by g.l.c. and g.l.c.-m.s., and the retention times and fragmentation patterns were used to identify partial structures of the heptose region of the core oligosaccharide of bacterial LPS.
๐ SIMILAR VOLUMES
Three methods for the synthesis of the title compounds starting from benzyl 2,3,4-tri-O-benzyl-cr-D-manno-hexodialdo-1,5-pyranoside (7) have been elaborated. Conversion of 7 into the cyanohydrin followed by reduction to give the amine and then deamination gave a derivative of L-glycero-D-manno-hepto
Synthesis of Methyl D-and L-Glycero-ฮฑ-D-manno-heptofuranosides. -The preparation of the title compounds (X) and (V), resp., via two carbon atom elongation of a lyxofuranoside system [โ (V)] or one carbon atom homologation of suitably blocked ฮฑ-D-mannofuranoside [โ (X)].