A-D-Sorbopyranose

P-D-fructofuranose a-D-glucopyranose 1,2 2,1 -dianhydride a-D-fructofuranose a-D-glucopyranose 1,1 2,2 -dianhydride P-D-fructofuranose a-D-glucopyranose 1,1 2,2 -dianhydride P-D-fructopyranose a-D-glucopyranose 1,1 2.2 -dianhydride P-D-fructofuranose a-D-glucopyranose 2,1 3,2 -dianhydride P-D-fructopyranose a-D-sorbopyranose 1,2 2,1 -dianhydride P-D-fructopyranose a-L-sorbopyranose 1,2 2,1 -dianhydride di-a-L-sorbofuranose 1,2 2,3 -dianhydride a-l-sorbofuranose a-L-sorbopyranose 2,1 3,2 -dianhydride di-a-L-sorbopyranose 1,2 2,1 -dianhydride a-D-sorbopyranose a-L-sorbopyranose 1,2 2,1 -dianhydride di p-L-sorbopyranose 1,2 2,1 -dianhydride a-L-sorbopyranose p-L-sorbopyranose 1,2 2,1 -dianhydride a-L-sorbofuranose a-L-sorbopyranose l,2 2,l -dianhydride P-L-sorbofuranose a-L-sorbopyranose 1,2 2,1 -dianhydride a-L-sorbofuranose P-L-sorbofuranose l,2 2,l -dianhydride... 

In the sorbose series 3-methyl-D-sorbo8e14 has been synthesized, as well as the aforementioned 4-methyl-8 derivative the latter compound was obtained in a series of reactions from D-fructose derivatives through l,2-isopropylidene-3,4-anhydro-D-psicose. In the earlier study8 the configuration of the 4-methyl ketohexose was shown to be that of a D-sorbopyranose by methylation of l,2-isopropylidene-4-methyl-D-sorbose (VI) to the trimethyl derivative (LXV) which was hydrolyzed to 3,4,5-trimethyl-D-sorbose (LXVI). The latter compound, on oxidation, gave derivatives of levorotatory dimethoxysuccinic acid (LXVIII) and xylo-trimethoxyglutaric acid (LXVII). 

Penta-O -acetyl-L-sorbose, S-60 a-D-Sorbopyranose a-L-sorbopyranose l,2 2,l -dianhydride ... 

P-D-Fructopyranose a-D-sorbopyranose l,2 2,l -dianhydride, F-77 P-D-Fructopyranose a-L-sorbopyranose l,2 2,l -dianhydride, F-78 Isopropyl 3,4,6-tri-O -acetyl-2-bromo-2-deoxy-p-D-glucopyranoside, B-74 Methyl 4,5-anhydro-2,3-0-isopropylidene-D-ribonate, A-691 Methyl 4,7-anhydro-5,6,8-tri-0-benzyl-2,3-dideoxy-2,2,3,3-tetradehydro-D-o/fro -octonoate, M-212 Methyl 4,7-anhydro-5,6,8-tri-0-benzyl-2,3-dideoxy-2,2,3,3-tetradehydro-D-o//o-octonoate, M-212 Methyl 3,5-anhydro-p-D-xylofuranoside, A-728 Methyl 2-bromo-2-deoxy-4,6-0-benzylidene-p-D-glucopyranoside, B-74 Methyl 2-bromo-2-deoxy-p-D-glucopyranoside, B-74 Methyl 3,4,6-tri-O-acetyl-2-bromo-2-deoxy-p-D-glucopyranoside, B-74 v-Octose l,T-Anhydro, 0-17... 

These furanose derivatives undergo mutarotation in a manner similar to the aldofuranose compounds. The ketohexoses form pyranose derivatives via the OH unit at C6 (in violet). d-Sorbose (47), for example, will form a-d-sorbopyranose (51) and P-d-sorbopyranose (52), and d-fructose (46) will form a-d-fructopyranose (53) and P-d-fructopyranose (54). 

Figure 1. Hydroxyl PMR signals for a-n-sorbopyranose (upper left) and a-i.-glucoheptulose (lower left) in methyl sulfoxide-6.6. 13C chemical shifts for aqueous solutions of a-v-sorbopyranose (a-S), a-D-xylopyranose (a-X) and their methyl glycosides (Me-a-S and Me-a-X, respectively) (ppm relative to down-...

Free Sugars and Simple Derivatives Thereof. — jJ-D-Arabinopyranose (n.d.), jJ-D-lyxopyranose (n.d.), 3-D-xylopyranose tetrabenzoate and 1,5-anhydro-2,3,4-tri-O-benzoylxylitol, a-D-glucopyranose (a refinement based on previously published n.d. data), 1,2-O-isopropylidene-a-D-glucofuranose, a-L-sorbopyranose (n.d.), d-deoxy-a-L-sorbofuranose," and a-D-mawno-heptulo-pyranose. ... 

Di-a-L-sorbopyranose-l,2 2,l -dianhydride, S-59 2, 2 "-[Dithiobis[[2-(acetylamino)-l-oxo-3,l-propanediyl]imino]]bis[3-0-(2-deoxy-a-D-glucopyranosyl)]-D-m o -inositol, A-14... 

Hydroxypentyl glucosinolate, H-192 p-Hydroxyphenethyl glucosinolate, H-194 2-Hydroxy-3-phenoxypropyl acryate, G-546 2-Hydroxy-3-phenoxypropyl 2-piopenoate, G-546 l-(4-Hydroxyphenyl)-l-deoxy-a-L-sorbopyranose, D-2... 

Deoxy-5-fluoro-1,2- O -isopropylidene-a-D-glucofuranose, D-91 5-Deoxy-5-fluoro-1,2- O -isopropylidene- p-L-idofuranose, D-97 5-Deoxy-5-fluoro-1,2- O -isopropylidene-a-L-sorbopyranose, D-108 5-Deoxy-5-fluoro-1,2- O -isopropylidene-a-D-xylofuranose, D-120 5-Deoxy-5-fluorosorbose a-L-Pyranose-/orw, D-108 5-Deoxy-5-fluoroxylose D-Furanose-/orm, D-120 5-Deoxy-5-iodoarabinose L-form Ethylene dithioacetal, 2,3,4-tri-Ac, D-251... 

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