Pseudosugars, 36. Synthesis of Methyl 5a′-Carbamaltoses Linked by Imino, Ether and Sulfide Bridges and Unsaturated Derivatives Thereof

✍ Scribed by Tsunoda, Hidetoshi ;Sasaki, Shin-Ichi ;Furuya, Takashi ;Ogawa, Seiichiro

• Book ID: 102904251
• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 826 KB
• Volume: 1996
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199619960203

✦ Synopsis

Abstract

Methyl 5a′‐carbamaltoses linked by imino, ether, and sulfide bridges were synthesized by coupling of an amino carbasugar with a sugar epoxide and of the carbasugar epoxide with the oxide anion or thioacetate derived from sugar derivatives. Their unsaturated derivatives related to a potent α‐glucosidase inhibitor, methyl acarviosin, were also synthesized. Moderate inhibitory activity against baker's yeast α‐glucosidase was observed only for the imino‐linked compounds 2 and 5.