P-D-Glucopyranose

All the ring substituents m p D glucopyranose are equatorial m the most stable chair conformation Only the anomenc hydroxyl group is axial m the a isomer all the other substituents are equatorial... 

In spite of their easy interconversion in solution a and p forms of carbohydrates are capable of independent existence and many have been isolated m pure form as crys talline solids When crystallized from ethanol d glucose yields a d glucopyranose mp 146°C [a]o +112 2° Crystallization from a water-ethanol mixture produces p d glucopyranose mp 148-155°C [aj +18 7° In the solid state the two forms do not mterconvert and are stable indefinitely Their structures have been unambiguously con firmed by X ray crystallography... 

Fig. 9. Partial structural formulas and shorthand notations for principal hemiceUuloses found in wood, where the sugar units ate noted as P-D-xylopyranose (Xylp), 4-Omethyl-a-D-glucopyranosyluronic acid (GlupU), a-L-arabinofuranose (Araf), P-D-glucopyranose (Glup), P-D-mannopyranose (Manp), and P-D-galactopyranose (Galp) for (a) arabino-4-O-methylglucuronoxylan from softwood, (b) 0-acetyl-galactoglucomannan from softwood, and...

The reaction to form an acetal can be an iatramolecular reaction. The best known example is 1,6-anhydro-P-D-glucopyranose [498-07-7] commonly called levoglucosan. 

Conversion of l,6-anhydro-4-0-benzyl-2 deoxy 2-fluoro-p-D-glucopyranose to the corresponding oxo derivative is earned out by ruthenium tetroxide generated in situ from ruthenium dioxide [54] (equation 49)... 

In spite of theii easy interconversion in solution, a and p fonns of carbohydrates are capable of independent existence, and many have been isolated in pure fonn as crystalline solids. When crystallized from ethanol, D-glucose yields a-D-glucopyianose, mp 146°C, [a]o -1-112.2°. Crystallization from a water-ethanol mixture produces P-d-glucopyranose, mp 148-155°C, +18.7°. In the solid state the two fonns do not... 

P-D- Glucopyranose, 3,4,5-tris-0-(phenylmethyl)-, 1-(dibutyl phosphate) 2-(2,2- dimethylpropanoate) ... 

Amino-3-0-[(fl)-1-carboxyethyl]-2-deoxy-p-D-glucopyranose (p-muramic acid)... 

Anhydro-p-D-glucopyranose 2,7-Anhydro-P-D-a/fro-hept-2-ulopyranose not 1,5-anhydro-a-D-glucoseptanose (older trivial name sedoheptulosan)... 

P-D-Glucopyranos-2-0-yl)acetic acid (more commonly named 2-O-carboxymethyl-p-D-glucopyranose see 2-Carb-2.1, note 2)... 

Methyl p-D-talopyranose-2-C,4-C-diylphosphinite or 2-C,4-C-fmethoxyphosphanediyl)-p-D-glucopyranose or (2fl,4S)-2-C,4-C-(methoxyphosphanediyl)-P-D-/hreo-hexopyranose... 

This preparation, specifically of acylated aryl thioglycosides, is carried out by reaction of, for instance, a 2,3,4,6-tetra-O-acety 1-1 -thio-P-D-glucopyranose with a di-azonium salt, followed by thermal decomposition of the intermediate diazo product. 

Fourteen DFAs and some oligomers were identified in caramel obtained by thermal treatment of inufin. - Monosaccharides (glucose, fructose), dehydration products (1,6-anhydro-p-D-glucopyranose, 1,6-anhydro-p-D-glucofuranose), disaccharides (gentiobiose and isomaltose), and oligosaccharides were also found in glucose and sucrose caramel. ... 

Ecker, D.J., Hempel, J.C., Sutton, B.M., Kirsch, R. and Crooke, S.T. (1986) Reactions of the metallodrug auranofin [(1-thio-p-D-glucopyranose-2,3,4,6-tetraacetato- S) (triethylphosphine) gold] with biological ligands studied... 

Figure 4.18 The reaction of alcohols with aldehydes (a) and ketones (b) to form hemiacetals and hemiketals. (c) The reaction between the alcohol on carbon 5 and the aldehyde of glucose forms two hemiacetals, ot-D-glucopyranose and P-D-glucopyranose (pyranose by comparison with pyran the simplest compound containing this six-membered ring).

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