[Glycosilated derivatives of substituted hydroxylamine. II. Phase transfer synthesis and investigation of glycosyl transfer reaction of glucosaminides of substituted hydroxylavine].
1-(2-Acetamido-3,4,6,-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyloxy)-benzotriazole reacted in boiling dichloromethane, in the presence of Luis acids as a promotors with primary and secondary aliphatic and cycloaliphatic alcohols and diisopropilidene galactose with alkyl-O-1,2-trans-glucosaminides formation. It was shown that the other glucosaminides of substituted hydroxylamine are not participated in this reaction. Structures of glucosaminides were identify by 1H-NMR-spectroscopy and comparison with known compounds.
V O
VO
Kur'ianov
A A
AA
Lushchik
T A
TA
Chupakhina
D002384:Catalysis; D005690:Galactose / Q000737:chemistry; D005944:Glucosamine / Q000031:analogs & derivatives / Q000737:chemistry; D005960:Glucosides / Q000737:chemistry*; D006031:Glycosylation; D019811:Hydroxylamine / Q000138:chemical synthesis* / Q000737:chemistry* / Q000378:metabolism; D058116:Lewis Acids / Q000737:chemistry*; D044367:Phase Transition; D014230:Triazoles / Q000737:chemistry*
C588094:1-(2-acetamido-3,4,6,-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyloxy)-benzotriazole; D005960:Glucosides; D058116:Lewis Acids; D014230:Triazoles; D019811:Hydroxylamine; C035547:glucosaminic acid; D005944:Glucosamine; D005690:Galactose