Saccharide polymers, 1, Synthesis and polymerization of methyl 5-deoxy-2,3-O-iso-propylidene-ß-D-erythro-pent-4-enofuranoside
✍ Scribed by Emile-Joseph Yaacoub; Stefan Wick; Klaus Buchholz
- Publisher
- John Wiley and Sons
- Year
- 1995
- Tongue
- English
- Weight
- 787 KB
- Volume
- 196
- Category
- Article
- ISSN
- 1022-1352
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✦ Synopsis
Abstract
New “saccharide polymers” were synthesized. For this purpose the synthesis and the polymerization of an unsaturated sugar monomer, methyl 5‐deoxy‐2,3‐O‐isopropylidene‐ß‐D‐erythro‐pent‐4‐enofuranoside, briefly called “exo‐ribene”, is described. All polymers, homo‐and co‐polymers, were synthesized under free radical conditions. The structures and compositions of the soluble “saccharide polymers” were established by elemental analysis, ^1^H and ^13^C NMR, and FT‐IR spectroscopy. Some characteristics e. g. molecular weights and optical rotations are reported. Depending on the comonomer reactivity and under optimized chain reaction conditions, saccharide polymers with various sugar content and high molecular weights have been obtained.
📜 SIMILAR VOLUMES
5-Dcoxy-J,2-O-isopropylidene-S-C-(methoxyphenylphosphinyl)-~-O-~~thyl-n-D-ribofuranose (4) was prepared from 1,2-0-isopropylidene-3-O-methyl-a-D-ribo-pentodialdo-1,4-furanose by an addition reaction with methyl phenylphosphinate, followed by deoxygenation of the terminal HO-$H-P group of the adduct
Treatment of benzyl O-/?-n-galactopyranosyl-( 1+3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-j3-D-glucopyranoside with tert-butylchlorodiphenylsiiane afforded the 6'-0-tert-butyldiphenylsilyl ether, which was converted into the 3',4'-0-isopropylidene derivative. Methylation and subsequent removal of