293294-12-9Relevant academic research and scientific papers
Vinylsulfone-modified carbohydrates: First general route to D-lividosamine (2-amino-2,3-dideoxy-D-glucose) and its new analogues
Ravindran, Bindu,Deshpande, Sachin G,Pathak, Tanmaya
, p. 1093 - 1098 (2001)
A general route to D-lividosamine and its new analogues has been devised for the first time. The essence of the present synthetic route lies in the diastereoselective introduction of N-monoalkylated and N-dialkylated amines to C-2 carbons of methyl 2,3-di
Comparison of the two anomers of methyl 2-(N-benzylamino)-2,3- dideoxy-4,6-O-phenylmethylene-3-C-phenylsulfonyl-D-glucopyranoside
Suresh, Cheravakkattu G.,Ravindran, Bindu,Rao, K. Narasimha,Pathak, Tanmaya
, p. 1030 - 1032 (2000)
The title compounds, the α and β anomers of methyl 2-(N-benzylamino)-2,3-dideoxy-4,6-O-phenylmethylene-3-C- phenylsulfonyl-D-glucopyranoside, C27H29NO6S, belong to the class of deoxyamino-sugars prepared by the addition of amines at C2. The endocyclic bond lengths of the pyranose ring in the α anomer are shorter than the corresponding bonds in the β anomer. The pyranose ring is in the chair form in the former, while it is in the boat form in the latter. These observed differences could be attributed to the C2 substitution of a bulky group. The phenylsulfonyl and benzylamino groups are in equatorial positions in the α anomer, while the benzylamino group is axial in the β anomer.
