Synthesis of urea-tethered neoglycoconjugates and pseudooligosaccharides in water.
A novel approach to the synthesis of urea glycosides in aqueous media has been explored. Steyermark's glucopyranosyl oxazolidinone was found to be a good synthon for anchoring glucosyl moieties onto amines and thiols. The present method was successfully applied to establish a new route for the synthesis of urea-tethered neoglycoconjugates and pseudooligosaccharides in water.
Ichikawa
Yoshiyasu
Y
Faculty of Science, Kochi University, Akebono-cho, Kochi 780-8520, Japan. ichikawa@cc.kochi-u.ac.jp
Matsukawa
Yohei
Y
Isobe
Minoru
M
D000588:Amines / Q000737:chemistry; D002240:Carbohydrate Sequence; D006001:Glycoconjugates / Q000138:chemical synthesis*; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D023303:Oxazolidinones / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry; D014508:Urea / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry*; D014867:Water / Q000737:chemistry
D000588:Amines; D006001:Glycoconjugates; D006027:Glycosides; D009844:Oligosaccharides; D023303:Oxazolidinones; D013438:Sulfhydryl Compounds; D014867:Water; D014508:Urea