Elaboration of a novel type of interglycosidic linkage: syntheses of disulfide disaccharides

✍ Scribed by László Szilágyi; Tünde-Zita Illyés; Pál Herczegh

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 78 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)00578-0

✦ Synopsis

Asymmetric non-reducing disaccharides containing an interglycosidic disulfide linkage were synthesised under mild conditions through reaction of tetraacetyl-b-D-glucopyranosyl methanethiolsulfonate with O-acetylated 1-thio-aldopyranoses. The preferred conformation around the S S bond is close to that observed in unconstrained disulfides (-90°).