A convenient method for the preparation of all of the partially methylated derivatives of methyl α-d-mannopyranoside and α-d-galactopyranoside
✍ Scribed by Tomohiro Mega; Atsushi Nishikawa; Tokuji Ikenaka
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- English
- Weight
- 471 KB
- Volume
- 112
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
Methylation analysis is still one of the most important methods for the structure analysis of oligosac~harides I. Gas chromatography-mass spe~tromet~, as well as 13C-and 'H-n.m.r. spectroscopy, is commonly used for identification of partially methylated monosaccharides. This requires numerous standard methyl derivatives, which are not easy to prepare by conventional techniques of synthesis. In this paper, we described a convenient method for preparing all of the partially methylated derivatives of methyl a-D-mannopyranoside and a-D-galactopyranoside by partial methylation of the methyl glycosides, followed by separation of the derivatives by high-pressure, liquid chromatography.
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As part of a programme involving X-ray crystallographic studies" of cis-and tpuns-fused hexopyranosides, we now report on the crystal structures of methyl 2-~-methyl-~-D-glucop~anoside\* (11, which was obtained by debe~lidenation of methyl 4,~-O-benzyIidene-2-O-methyI-3-O-~-tolylsulfonyl-~-~-glucopy
## Abstract The optical rotation of methyl 3‐__O__ ‐(α‐D‐mannopyranosyl)‐α‐D‐mannopyranoside is calculated semiempirically as a function of the linkage dihedral angles ϕ (H1‐C1‐O1‐C3′) and ψ (C1‐O1‐C3′‐H3′). Comparison with the observed optical rotation in aqueous solution indicates the existence o