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Synthesis, crystal structure, and high-resolution NMR spectroscopy of methyl 3-azido-2,3-dideoxy-4,6-di-O-p-tolylsulfonyl-α-d-xylo-hexopyranoside
✍ Scribed by Beata Liberek; Artur Sikorski; Antoni Konitz
- Book ID
- 108080185
- Publisher
- Elsevier Science
- Year
- 2005
- Tongue
- English
- Weight
- 313 KB
- Volume
- 340
- Category
- Article
- ISSN
- 0008-6215
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The conformational behaviour of a representative azaheterocycle/thiosugar hybrid: 6-S-(benzoxazol-2-yl)-6-deoxy-l,2:3,4-di-O-isopropylidene-6-thio-a-D-galactopyranose, 1, has been characterised by X-ray crystallography, molecular modelling and NMR studies. The crystal of (C19Ha3NO6 S) belongs to the
Methyl 4-azido-4,6-dideoxy-3-O-benzyl-ct-D-mannopyranoside and its analogous 3-O-(4methoxybenzyl) derivative were methylated and the 2-O-methyl derivatives formed were convetted into methyl 4-amino-4,6-dideoxy-2-O-methyl-a-o-mannopyranoside. Reaction of the latter with 3-deoxy-L-glycero-tetronolacto