136136-33-9Relevant academic research and scientific papers
Stereoselective Syntheses of α-Glucuronides Using Dehydrative Glycosylation
Koto, Shinkiti,Miura, Teruhisa,Hirooka, Motoko,Tomaru, Aya,Iida, Mika,Kanemitsu, Masanori,Takenaka, Kazuhiro,Masuzawa, Shinichi,Miyaji, Saeko,Kuroyanagi, Naoko,Yagishita, Miki,Zen, Shonosuke,Yago, Kazuo,Tomonaga, Fumiya
, p. 3247 - 3259 (2007/10/03)
Methyl and benzyl 2,3,4-tri-O-benzyl-D-glucopyranuronates, prepared from D-glucurono-6,3-lactone, afforded selectively the corresponding α-glucopyranosiduronates by the aid of the condensing reagent system composed of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine. Using this method, O-α-D-glucopyranuronosyl-(1→3)-O-α-L-arabinofuranosyl- (1→3)-D-xylopyranose, one of the minimal component units in the structure of plantago-mucilage A from the seeds of Plantago asiatica Linne constituting a Chinese medicine : chegianzi [HU~P].
SYNTHESIS AND 13C NMR SPECTRA OF DISACCHARIDES RELATED TO GLUCOXYLANS AND XYLOGLUCANS
Petrakova, Eva,Krupova, Ivana,Schraml, Jan,Hirsch, Jan
, p. 1300 - 1308 (2007/10/02)
β-(1 -> 2), (1 -> 3) and (1 -> 4) linked D-glucopyranosyl-D-xylopyranoses were obtained in high yields via condensation of 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide with the appropriate benzyl di-O-benzyl-β-D-xylopyranosides under conditions of modified Koenigs-Knorr reaction and deprotection of the acetyl and benzyl groups. 4-O-β-D-Xylopyranosyl-D-glucopyranose was synthesized similarly starting from 2,3,4-tri-O-acetyl-α-D-xylopyranosyl bromide and 1,2,3,6-tetra-O-acetyl-β-D-glucopyranose; it served as a xyloglucan model substance.The 13C NMR spectra of final disaccharides and their intermediates are presented.
