16697-56-6Relevant academic research and scientific papers
X-ray and conformational analysis of methyl 3-amino-2,3-dideoxy-α-D- arabino-hexopyranoside
Dabrowska, Aleksandra,Sikorski, Artur,Jacewicz, Dagmara,Chmurzynski, Lech
, p. 1195 - 1199 (2004)
The structure, conformation and configuration of methyl 3-amino-2,3-dideoxy-α-D-arabino-hexopyranoside (I) were confirmed by 1H NMR, 13C NMR and IR spectroscopy, as well as by optical rotation. The structure of the compound studied was also determined by single crystal X-ray crystallography at 293K and refined to a final R=0.0521 based on 1798 independent reflections. The title compound crystallized in the tetragonal space group P43 with a=6.572(1)A, b=6.572(1)A, c=41.161(8)A, Dc=1.324Mgcm-3 and V=1777.8(5)A3 for Z=8. The packing arrangement in the unit cell displayed a stratified structure. Moreover, medium-strength N-H...O and O-H...O hydrogen bonds, which stabilized the 3-D structure of compound I, were observed.
The use of tri-O-acetyl-D-glucal and -D-galactal in the synthesis of 3-acetamido-2,3-dideoxyhexopyranoses and -hexopyranosides.
Liberek, Beata,Dabrowska, Aleksandra,Frankowski, Ryszard,Matuszewska, Marlena,Smiatacz, Zygfryd
, p. 1803 - 1810 (2007/10/03)
Addition of hydrazoic acid to alpha,beta-unsaturated aldehydes derived from tri-O-acetyl-D-glucal and -D-galactal gave 3-azido-2,3-dideoxyhexopyranoses. These were converted into 1,4,6-tri-O-acetyl-3-azido-2,3-dideoxyhexopyranoses as well as methyl and ethyl glycosides. Hydrogenation of the proamine group in 3-azido-2,3-dideoxy derivatives provided different 3-amino and 3-acetamido sugars. The configuration and conformation of all products were established on the basis of the 1H and 13 C NMR, IR and polarimetric data.
Rationale for the synthesis and preliminary biological evaluation of highly active new antitumor nitrosoureido sugars
Roger,Monneret,Fournier,Choay,Gagnet,Gosse,Letourneux,Atassi,Gouyette
, p. 16 - 23 (2007/10/02)
Various new nitrosoureido derivatives of di- or trideoxy sugars were synthesized. The influence of the hydroxyl substutition pattern, the configuration at the anomeric center, and the absolute configuration of the sugar moiety on the antitumor activity of
