1,3-Dideoxynojirimycin-3-yl glycosides of beta-(1-->3)- and beta-(1-->6)-linked gluco-oligosaccharides.
Standard chemical methods involving the use of O-acetylated glycosyl trichloroacetimidates as glycosylating agents were used to prepare the five 1,3-dideoxynojirimycin-3-yl beta-(1-->3)-linked oligo-glucosides (1-5) and also the beta-(1-->6)-bonded glucobiose (gentiobiose)-based analogue 6 as potential fungicides. In the course of the work, the beta-(1-->6), beta-(1-->6)-linked analogue 8 of 6 and 6-O- and 4-O-beta-glucopyranosyl-deoxynojirimycins 7 and 9, respectively, were also produced.
Blattner
Regine
R
Industrial Research Ltd, PO Box 31-310, Lower Hutt, New Zealand.
Furneaux
Richard H
RH
Pakulski
Zbigniew
Z
D017485:1-Deoxynojirimycin / Q000031:analogs & derivatives; D000081:Acetamides; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D062845:Chloroacetates; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D014238:Trichloroacetic Acid / Q000737:chemistry
D000081:Acetamides; D062845:Chloroacetates; D006027:Glycosides; D007202:Indicators and Reagents; D009844:Oligosaccharides; D017485:1-Deoxynojirimycin; D014238:Trichloroacetic Acid; C009528:trichloroacetamide; D005944:Glucosamine; C013626:nojirimycin