Xylofuranoside methyl 3,5-0-isopropylidene-2-0

Ci7H20O4S2 o-Ribose diphenyl dithioacetal (RIBPTA10)316 Ci8H30O10 Methyl 3,5-0-isopropylidene-2-0-(methyl 3,5-O-isopropyli-dene-a-D-xylofuranosid-3-yl)-a-D-xylofuranoside (MPXFXF)325 C21H42N5Ou+ I- H20 C2HeO Apramycin hydriodide, monohydrate, ethanolate (APRAMI)326... 

The reaction of 5-amino-5-deoxy-l,2-0-isopropylidene-a-D-xylo-furanose (15) with methanolic hydrogen chloride (0.5 %), under careful exclusion of moisture, results in a mixture of the anomers of methyl 5-amino-5-deoxy-D-xylofuranoside, from which the /8-D anomer crystallizes. The five-membered ring-structure was proved by the results of periodate oxidation and by the infrared spectrum of the tetraacetate, which shows a band for NH. A methyl pyranoside was not found, and 3-pyridinol (21) was formed only in traces. A spontaneous ring-enlargement, such as is observed under similar conditions with 1,2-O-isopropylidene-5-thio-a-D-xylofuranose (see p. 208), is not possible in this instance. Stabilization as the methyl fiiranoside is, apparently, so rapid that the secondary reaction (leading to the pyranose form) does not occur. If water (several percent) is added to the reaction mixture, glycoside formation is hindered, and a large proportion of 3-pyridinol is formed. ... 

O-Isopropylidene, 2-benzoyl Methyl 2-0-benzoyl-3,5-0-isopropylidene-a-D-xylofuranoside... 

Benzyl, 3,5-isopropylidene Methyl 2-0-benzyl-3,5-0-isopropylidene-a-D-xylo-furanoside C16H22O5 294.347 Syrup. Md +68.6 (c, 0.98 in CHCI3). Incorrectly called 3-benzyl in the lit. 5-Benzyl, 3-Me Methyl 5-0-benzyl-3-0-methyl-a-D-xylofuranoside C14H20O5 268.309 Bpooi 129°. [a]g +96.5 (c, 1.44 in EtOH). 

Me, 5-benzoyl Methyl 5-0-benzoyl-2-0-methyl-p-D-xylofuranoside Ci4H,806 282.293 Syrup. [a]g -33.6 (c, 1.0 in CHCI3). 2-Me, 3,5-isopropylidene Methyl 5,5-0-isopropylidene-2-O-methyl- -D-xylofura-noside... 

Methyl 2- O -benzoyl-3-bromo-2,6-dideoxy-a-L-altropyranoside, B-106 Methyl 2-0-benzoyl-6-chloro-6-deoxy-a-D-glucopyranoside, C-88 Methyl 2- O -benzoyl-3-chloro-3-deoxy-5- O -trityl- p-D-xylofuranoside, C-109 Methyl 4- O -benzoyl-6-deoxy-2,3-di- O -methyl-a-D-altropyranoside, D-37 Methyl 6-0-benzoyl-2-deoxy-p-D-/yxo-hexopyranoside, D-202 Methyl 5-0-benzoyl-3-deoxy-3-iodo-a-D-arabinofuranoside, D-250 Methyl 4-0-benzoyl-2-deoxy-2-iodo-p-L-arabinopyranoside, D-249 Methyl 4- O -benzoyl-6-deoxy-6-iodo-2,3- O -isopropylidene-a-D-mannopyranoside, D-266... 

Methyl 2-0-benzoyl-3,5-0-isopropylidene-a-D-xylofuranoside, M-216 Methyl 5-0-benzoyl-2,3-0-methylene-p-D-ribofuranoside, M-208 Methyl 2-0-benzoyl-3-0-methyl-p-D-mannopyranoside, M-205 Methyl 5-0-benzoyl-3-0-methyl-a-D-xylofuranoside, M-216 Methyl 5-0-benzoyl-2-0-methyl-p-D-xylofuranoside, M-216 Methyl 4-C-benzoyloxymethylcarbonyl-2,3,6-trideoxy-a-D-//ir o-hexopyranoside, P-73... 

Methyl 2-0-benzyl-3,4-0-isopropylidene-p-L-arabinopyranoside, M-197 Methyl 2-0-benzyl-3,4-O-isopropylidene-a-L-fucopyranoside, M-198 Methyl 3- 0 -benzyl-1,2- O -isopropylidene- p-L-idofuranuronate, 1-12 Methyl 5-0-benzyl-2,3-0-isopropylidene-a-D-lyxofuranoside, 1-70 Methyl 5-O-benzyl-2,3-O-isopropylidene-a-D-mannofuranoside, 1-71 Methyl 6-O-benzyl-2,3-O-isopropylidene-a-D-mannofuranoside, 1-71 Methyl 4-O-benzyl-2,3-O-isopropylidene-a-L-rhamnopyranoside, M-207 Methyl 2-O-benzyl-3,5-O-isopropylidene-a-D-xylofuranoside, M-216 Methyl 2-O-benzyl-3,5-O-isopropylidene-p-D-xylofuranoside, M-216 Methyl 3-0-benzyl-2-0-methyl-a-D-allopyranoside, M-148 Methyl 5-0-benzyl-2-0-methyl-a-D-glucofuranosidurono-6,3-lactone, G-539 Methyl 5-0-benzyl-2-0-methyl-p-D-glucofuranosidurono-6,3-lactone, G-539 Methyl 2,6-0-benzyl-3-0-methyl-a-D-mannopyranoside, M-271 Methyl 3-0-benzyl-2-O-methyl-6-0-tosyl-a-D-allopyranoside, M-148 Methyl 5-0-benzyl-3-0-methyl-a-D-xylofuranoside, M-216 Methyl 3-0-benzyl-a-L-rhamnopyranoside, M-207 Methyl 4-0-benzyl-a-L-rhamnopyranoside, M-207 Methyl 3-0-benzyl-p-L-ribofuranoside, M-208 Methyl 3-O-benzyl-4-O -(2,3,4-tri-O-benzyl-p-D-xylopyranosyl)-p-D-xylopyranoside, X-80... 

Methyl 2,3-0-isopropylidene-5-0-mesyl-a-D-rhamnofuranoside, M-206 Methyl 2,3-0-isopropylidene-4-0-mesyl-a-D-rhamnopyranoside, M-207 Methyl 2,3-0-isopropylidene-4-0-mesyl-a-L-rhamnopyranoside, M-207 Methyl 3,5-0-isopropylidene-2-0-mesyl-a-D-xylofuranoside, M-216 Methyl 2,3-0-isopropylidene-6-0-methyl-p-L-dlofuranoside, M-148 Methyl 2,3-0-isopropylidene-3"-methyl-D-apio-p-D-furanoside, A-785 Methyl 3,4-0-isopropylidene-2-0-methyl-p-D-arabinopyranoside, M-153... 

Methyl 3,5-0-isopropylidene-2-O-methyl-a-D-xylofuranoside, M-216 Methyl 3,5-0-isopropylidene-2-O-methyl-p-D-xylofuranoside, M-216 Methyl 2,3-0-isopropylidene-p-D-r 6o-pentodialdo-l,4-furanoside, P-35 Methyl 3,5-0-isopropylidene-p-D-tAreo-pentofuranoside, P-45 Methyl 3,5-0 -isopropylidene-a-D-tAreo -pentofuranosid-2-ulose, P-45 Methyl 3,4-0 -isopropylidene- -i -erythro -pentopyranosid-2-ulose, P-42 Methyl 3,4-0 -isopropylidene-a-L-erytAro -pentopyranosid-2-ulose, P-42 Methyl 3,4-0 -isopropylidene-p-L-erytAro -pentopyranosid-2-ulose, P-42 Methyl 2,3-0 -isopropylidene-p-L-erytAro -pentopyranosid-4-ulose, P-44 Methyl 2,3-0 -isopropylidene-p-DL-erytAro -pentopyranosid-4-ulose, P-44 Methyl 2,3-0-isopropylidene-a-L-rhamnofuranoside, M-206 Methyl 2,3-0-isopropylidene-a-o-rhamnopyranoside, M-207 Methyl 2,3-0-isopropylidene-a-L-rhamnopyranoside, M-207 Methyl 2,3-0-isopropylidene-p-D-ribofuranoside, 1-74 Methyl 2,3-0-isopropylidene-p-L-ribofuranoside, 1-74 Methyl 2,3-0-isopropylidene-5-0-a-D-ribofuranosyl-P-D-ribofuranoside, R-119... 

Methyl 4-0-benz yl-3-deoxy-3-iodo-p-L-xylopyranoside, D-280 Methyl 2-0-benz yl-3,5-0-isopropylidene-a-D-xylofuranoside, M-216 Methyl 5-0-benz yl-3-0-methyl-a-i>xylofuranoside, M-216 Methyl 5-0-benz yl-2-0-methyl-p-i>xylofuranoside, M-216 Methyl 3-0-benz yl-a-D-xylopyranoside, M-217 Methyl 5-0-benzyl-2-deoxy-2-fluoro-p-i>xylofuranoside, D-118 Methyl 5-0-benzyl-2,3-di-0-methyl-a-i>xylofuranoside, M-216 Methyl 2-0-benzyl-3,5-0-isopropylidene-a-D-xylofuranoside, M-216 Methyl 2-0-benzyl-3,5-0-isopropylidene-p-D-xylofuranoside, M-216 Methyl 5-0-benzyl-3-0-methyl-a-D-xylofuranoside, M-216 Methyl 2-0-benzyl-a-i>xylofuranoside, M-216 Methyl 3-bromo-3-deoxy-p-D-xylopyraiioside, B-103 Methyl 4-chloro-4-deoxy-2-0-mesyl-a-L-xylopyranoside, C-110 Methyl 3-chloro-3-deoxy-5-0-trityl-p-D-xylofuranoside, C-109 Methyl 3-chloro-3-deoxy-5-0-trityl-p-D-xylopyranoside, C-109 Methyl 2-chloro-2-deoxy-p-D-xylopyranoside, C-108 Methyl 3-chloro-3-deoxy-p-D-xylopyranoside, C-109 Methyl 2-deoxy-2-fluoro-p-D-xylofuranoside, D-118... 

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... 

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