Stereoselective Syntheses of a-Glucuronides Using Dehydrative Glycosylation

Autor: 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
Zdroj: Bulletin of the Chemical Society of Japan; November 1996, Vol. 69 Issue: 11 p3247-3259, 13p
Abstrakt: Methyl and benzyl 2,3,4-tri-O-benzyl-d-glucopyranuronates, prepared from d-glucurono-6,3-lactone, afforded selectively the corresponding a-glucopyranosiduronates by the aid of the condensing reagent system composed of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine. Using this method, O-a-d-glucopyranuronosyl-(1?3)-O-a-l-arabinofuranosyl-(1?3)-d-xylopyranose, one of the minimal component units in the structure of plantago-mucilage A from the seeds of Plantago asiaticaLinné constituting a Chinese medicine : chegianzi [].
Databáze: Supplemental Index