Arabinopyranoside methyl 3,4»anhydro

In the 3,4-anhydro-arabinose series, only the hydrolysis of the anomers of methyl 2-0-acetyl-3,4-anhydro-D-arabinopyranoside with aqueous acetic acid appears to have been studied 68 both compounds undergo substitution at C-3, with participation of the acetoxyl group, leading to the corresponding D-lyxose derivatives. 

Methyl 2-0-acetyl-3,4-anhydro-a-D-arabinopyranoside, A-504 Methyl 2-0-acetyl-3,4-anhydro-p-L-arabinopyranoside, A-504 Methyl 4-0-acetyl-2,3-anhydro-6-deoxy-a-D-gulopyranoside, A-527 Methyl 4-0-acetyl-2,3-anhydro-6-deoxy-p-D-gulopyranoside, A-527 Methyl 4-0-acetyl-2,3-anhydro-6-deoxy-a-D-mannopyranoside, A-687 Methyl 4-0-acetyl-3,6-anhydro-a-D-galactopyranoside, A-620 Methyl 5-0-acetyl-2,3-anhydro-a-D-lyxofuranoside, A-664 Methyl 5-0-acetyl-2,3-anhydro-p-D-lyxofuranoside, A-664 Methyl 3-0-acetyl-2,6-anhydro-4-0-methyl-p-D-mannopyranoside, A-678 Methyl 4-0-acetyl-2,3-anhydro-a-D-rhamnopyranoside, A-687 Methyl 5-0-acetyl-2,3-anhydro-a-D-ribofuranoside, A-690 Methyl 5-0-acetyl-2,3-anhydro-p-D-ribofuranoside, A-690 Methyl 4-0-acetyl-2,3-anhydro-p-D-ribopyranoside, A-693 Methyl 4-0-acetyl-2,3-anhydro-6-0-trityl-a-D-mannopyranoside, A-676 Methyl 2-0-acetyl-p-L-arabinopyranoside, M-153 Methyl 3-0 -acetyl-2-azido-4,6-0 -benzylidene-2-deoxy-a-D-mannopyranoside, A-912... 

Benzyl 3,4-anhydro-2,6-dideoxy-a-L-n 6o-hexopyranoside, A-591 Benzyl 3,4-anhydro-2-O-mesyl-6-O -trityl-a-D-altropyranoside, A-495 Methyl 2-0-acetyl-3,4-anhydro-a-D-arabinopyranoside, A-504 Methyl 2-0-acetyl-3,4-anhydro-p-L-arabinopyranoside, A-504 Methyl 3,4-anhydro-a-DL-allopyranoside, A-486 Methyl 3,4-anhydro-a-D-altropyranoside, A-495 Methyl 3,4-anhydro-a-D-arabinopyranoside, A-504 Methyl 3,4-anhydro-a-L-arabinopyranoside, A-504 Methyl 3,4-anhydro-p-L-arabinopyranoside, A-504 Methyl 3,4-anhydro-6-deoxy-p-L-ara6iwo-hex-5-enopyranoside, A-542 Methyl 3,4-anhydro-6-deoxy-n 6o-hex-5-enopyranoside, A-543 Methyl 3,4-anhydro-6-deoxy-a-L-ara >iwo-hex-5-enopyranoside, A-542 Methyl 3,4-anhydro-l,6-di-0-tosyl-a-i>tagatofiirajioside, A-701 Methyl 3,4-anhydro-l,6-di-0-tosyl-p-D-tagatofuraiioside, A-701 Methyl 3,4-anhydro-a-D-tagatofiiranoside, 9CI, A-701 Methyl 3,4-anhydro-p-D-tagatofuranoside, 9CI, A-701 Methyl 3,4-anhydro-6-0-trityl-a-i>altropyraiioside, A-495 Methyl l,6-di-0-acetyl-3,4-anhydro-a-D-tagatofuraiioside, A-701 Methyl l,6-di-0-acetyl-3,4-anhydro-p-D-tagatofiiraiioside, A-701 Methyl 2,6-di-0-acetyl-3,4-anhydro-a-DL-talopyranoside, A-711 Methyl 2,6 3,4-dianhydro-a-i>altropyranoside, D-491 Sarcobiose, S-14... 

Methyl 4-acetamido-2,3-anhydro-4,6-dideoxy-a-D-allopyranoside, A-365 Methyl 4-acetamido-4-deoxy-a-D-arabinofuranoside, A-179 Methyl 4-acetamido-4-deoxy-p-D-arabinofuranoside, A-179 Methyl 4-acetamido-4-deoxy-a-D-arabinopyranoside, A-179 Methyl 4-acetamido-4-deoxy-a-L-arabinopyranoside, A-179 Methyl 4-acetamido-4-deoxy-2,3-di-0-mesyl-p-L-arabinopyranoside, A-179... 

Methyl 4-amino-4-deoxy-a-D-glucopyranoside, A-268 Methyl 3-amino-3,4-dideoxy-a-D-xp/o-hexopyranoside, A-400 Methyl 3-amino-3,4-dideoxy-p-D-xp/o-hexopyranoside, A-400 Methyl 2-amino-2,4-dideoxy-a-DL-erpt/iro-pentopyranoside, A-411 Methyl 2-amino-2,4-dideoxy-a-DL-tAreo-pentopyranoside, A-412 Methyl 2,3-anhydro-4-deoxy-a-D-/pxo-hexopyranoside, A-555 Methyl 2,3-anhydro-4-deoxy-p-D-/yxo-hexopyranoside, A-555 Methyl 2,3-anhydro-4-deoxy-a-DL-/yxo-hexopyranoside, A-555 Methyl 2,3-anhydro-4-deoxy-a-DL-r 6o-hexopyranoside, A-558 Methyl 4-deoxy-2,3-di-0-methyl-a-D-xy/o-hexopyranoside, D-210 Methyl 4-deoxy-4-fluoro-a-L-arabinopyranoside, D-69 Methyl 4-deoxy-4-fluoro-p-L-arabinopyranoside, D-69 Methyl 4-deoxy-a-D-xy/o-hexopyranoside, D-210 Methyl 4-deoxy-p-D-xy/o-hexopyranoside, D-210 Methyl 4-deoxy-a-D- Areo-2-hexulofuranoside, D-223 Methyl 4-deoxy-p-D-fAreo-2-hexulofuranoside, D-223 Methyl 4-deoxy-p-DL-eryfAro-pentopyranoside, D-347 Methyl 4-deoxy-p-L-fAreo-pentopyranoside, D-350 Methyl 4-deoxy-a-D-ery Aro-pentopyranoside, D-347 Methyl 4-deoxy-p-D-ery /iro-pentopyranoside, D-347 Methyl 4-deoxy-p-L-ery /iro-pentopyranoside, D-347 Methyl 2,6-diacetamido-2,3,4,6-tetradeoxy-a-D-erp /iro-hexopyranoside, D-471... 

A high yield of 1,4-jS-linked product was obtained when methyl 2,3-anhydro-j3-D-ribopyranoside was condensed with 3,4-di-0-acetyl-2-0-benzyl-a-D-xylopyranosyl bromide, and use of tri-O-acetyl-a-D-xylopyranosyl bromide afforded the related product which, on base-catalysed hydrolysis, gave the methyl jS-xylobioside. Several 2-0-glycosyl-D-arabinoses have been prepared by glycosylation of benzyl 3,4-0-isopropylidene-j8-D-arabinopyranoside, and from benzyl 2-0-j3-D-glucopyranosyl-jS-D-arabinoside the aldobiuronic acid was produced. ... 

Some factors influencing the selectivity of the acetylation of 1,6-anhydro- -D-glucopyranose have been discussed in a theoretical paper. The expected mixture of mono- and di-benzoates was formed when methyl P-D-arabinopyranoside was exposed to 1 or 2 molar equiv. of benzoyl chloride in pyridine at -40 C. The order of reactivity was concluded to be OH-2>OH-4>OH-3 for mono-and OH-2>OH-3>OH-4 for di-benzoylation. For the 2-deoxy-2-amino-a-D-glucose derivative 21,... 

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