The first examples of S-thiophosphate derivatives of 2-bromo-2-deoxy sugars 7-12 were synthesized by reacting alkyl ammonium salts 1-4 of thiophosphoric acids with ␣-1,2-cis (5) or ␣-1,2-trans dibromo sugars ( ) and addition of free thiophosphoric acids 1a or 2a to 2-bromo-D-glucal ( ). It was obser
1H NMR Study of 2-Deoxy-D-Arabino-Hexopyranose (2-Deoxy Glucopyranose), 2-Deoxy-D-Lyxo-Hexopyranose (2-Deoxy Galactopyranose) and 2′-Deoxy Lactose. Shift Increment Studies in 2-Deoxy Carbohydrates
✍ Scribed by A. De Bruyn; M. Anteunis
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 2010
- Weight
- 287 KB
- Volume
- 84
- Category
- Article
- ISSN
- 0037-9646
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✦ Synopsis
Abstract
Complete analyses of the ^1^H n.m.r. spectra at 300 MHz of D~2~0 solutions of 2‐deoxy‐D‐arabino‐hexopyranose, 2‐deoxy‐D‐lyxo‐hexopyranose and 2′‐deoxy lactose. Chemical shifts in the deoxy monosaccharides and in 2′‐deoxy lactose are compared with those previously obtained in the parent aldohexopyranoses, glucobioses and D‐galactopyranosyl‐D‐glucoses. Increment values are suggested in order to predict chemical shifts in 2‐deoxy derivatives from the well known rules for aldohexopyranoses.
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The 15N NMR spectra of a series of derivatives of 2-amino-2-deoxy-b-D-glucopyranose and dipeptides or secondary amines were recorded. In the dipeptide derivatives the chemical shift of nitrogen atom N-1 (linked to sugar) is essentially unchanged and the shifts of nitrogen atoms N-3 and N-6 are deter
Five derivatives of methyl 3,4,6-triacetyl-2-deoxy-(3@-dialkylureido)-b-D-glucopyranoside were studied by 1H and 13C, NMR spectroscopy in solutions and by 13C NMR spectroscopy in the solid state. Sterically CDCl 3 crowded substituents such as n-hexyl and cylcohexyl change the chemical shifts of H-1,
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