104655-89-2Relevant academic research and scientific papers
The use of N-alkoxycarbonyl derivatives of 2-amino-2-deoxy-D-glucose as donors in glycosylation reactions
Boullanger, Paul,Jouineau, Martine,Bouammali, Boufelja,Lafont, Dominique,Descotes, Gerard
, p. 151 - 164 (2007/10/02)
1,3,4,6-Tetra-O-acetyl-2-alkoxycarbonylamino-2-deoxy-β-D-glucopyranoses and 3,4,6-tri-O-acetyl-2-alkoxycarbonylamino-2-deoxy-α-D-glucopyranosyl bromides have been used as donors in glycosylation reactions with model alcohols. β-Glycosides were obtained in good yields and with a high degree of 1,2-trans stereoselectivity.An oxazolidone was formed as the main product from the reaction of some of the glucopyranosylbromides with alcohols of low reactivity, but the formation of all products could be interpreted by a strong participation of the alkoxycarbonylamino group.
N-Allyloxycarbonyl derivatives of D-glucosamine as promotors of 1,2-trans-glucosylation in Koenigs-Knorr reactions and in Lewis acid catalysed condensations
Boullanger, Paul,Banoub, Joseph,Descotes, Gerard
, p. 1343 - 1348 (2007/10/02)
The use of suitably blocked D-glucosamine derivatives possessing the N-allyloxyxarbonyl protective group of the amino function represents potential new routes to 1,2-trans-glucosylations.Both 3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-α-D-glu
The N-allyloxycarbonyl derivative of D-glucosamine: a potent precursor of β-glycosidation.
Boullanger, P.,Descotes, G.
, p. 2599 - 2602 (2007/10/02)
The allyloxycarbonyl protective group of the amino function is a potent precursor of β-D-glucosidation of D-glucosamine and can be selectively removed or preserved in the presence of other usual carbohydrate protective groups.
