- Crystal structure of methyl 3-amino-2,3-dideoxy-β-d-arabino- hexopyranoside. Stabilization of the crystal lattice by a double network of N-H...O, O-H...N and O-H...O interactions
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The structure, conformation and configuration of methyl 3-amino-2,3-dideoxy-β-d-arabino-hexopyranoside were investigated by 1H NMR, 13C NMR and IR spectroscopy, as well as by optical rotation. The crystal structure was confirmed by single-crystal X-ray crystallographic analysis at 293 K and R = 0.0434 based on 910 independent reflections. The crystal belongs to the monoclinic system, space group of P21 with cell dimensions a = 6.050(1) A, b = 7.284(1) A, c = 10.289(2) A, β = 104.69(3)°, Dc = 1.341 Mg cm -3 and V = 438.9(1) A3 for Z = 2. Furthermore, the molecule has a typical 4C1 chair conformation. Hydrogen bonds between sugar molecules are responsible for stabilizing the crystal lattice.
- Dabrowska, Aleksandra,Jacewicz, Dagmara,Sikorski, Artur,Chmurzynski, Lech
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p. 2201 - 2205
(2007/10/03)
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- X-ray and conformational analysis of methyl 3-amino-2,3-dideoxy-α-D- arabino-hexopyranoside
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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.
- Dabrowska, Aleksandra,Sikorski, Artur,Jacewicz, Dagmara,Chmurzynski, Lech
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p. 1195 - 1199
(2007/10/03)
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- The use of tri-O-acetyl-D-glucal and -D-galactal in the synthesis of 3-acetamido-2,3-dideoxyhexopyranoses and -hexopyranosides.
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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.
- Liberek, Beata,Dabrowska, Aleksandra,Frankowski, Ryszard,Matuszewska, Marlena,Smiatacz, Zygfryd
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p. 1803 - 1810
(2007/10/03)
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- Rationale for the synthesis and preliminary biological evaluation of highly active new antitumor nitrosoureido sugars
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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
- Roger,Monneret,Fournier,Choay,Gagnet,Gosse,Letourneux,Atassi,Gouyette
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