Synthesis of 1, 2-O-cyanoethylidene derivatives of alkyl glycopyranuronates by oxidation of the 6-trityl ethers of their hexose analogues

…, AY Ott, OV Brukhanova, NK Kochetkov

Index: Betaneli, Vitali I.; Ott, Andrej Ya.; Brukhanova, Olga V.; Kochetkov, Nikolay K. Carbohydrate Research, 1988 , vol. 179, p. 37 - 50

Full Text: HTML

Citation Number: 29

Abstract

Abstract The synthesis of 1, 2-O-cyanoethylidene derivatives (CED) of alkyl glycopyranuronates with the d-Glc, d-Gal, and d-Man configurations is described by oxidation of the 3, 4-di-O-acetyl-6-O-trityl-CED-hexose analogues with the Jones reagent [chromium (VI) oxide-sulfuric acid]. The isopropylidenation of hydroxyl-containing triphenylmethyl ethers is demonstrated.