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Sökning: WFRF:(Gyepesova Dalma)

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1.
  • Gyepesova, Dalma, et al. (författare)
  • Ca-10((CrO4)-O-V)(6)((CrO4)-O-VI), a disordered mixed-valence chromium compound exhibiting inversion twinning
  • 2013
  • Ingår i: Acta Crystallographica Section C: Crystal Structure Communications. - : International Union of Crystallography (IUCr). - 0108-2701 .- 1600-5759. ; 69:2, s. 111-113
  • Tidskriftsartikel (refereegranskat)abstract
    • The structure analysis of so-called 9CaO center dot 4CrO(3)center dot Cr2O3 proved it to be the title compound, decacalcium hexakis[chromate(V)] chromate(VI), with the simultaneous presence of unusual chromium oxidation states. The structure determination was carried out on a crystal that had inversion twinning. The (CrO4)-O-VI tetrahedron is situated on a threefold axis and is disordered over two possible orientations that share three O atoms, while the (CrO4)-O-V tetrahedra are in general positions and are ordered. The charge is balanced by Ca2+ cations, one of which is located on a threefold axis. The Ca2+ ions are coordinated by six, seven or eight O atoms. The compound is a significant phase in the CaO-CrOx system and its formation reduces the refractoriness of calcium-rich compositions in an oxidizing atmosphere.
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2.
  • Gyepesova, Dalma, et al. (författare)
  • Structural aspects of some Cu(II) complexes containing Schiff base.
  • 2004
  • Ingår i: Abstracts, ECM-22, 26-31 August 2004, Budapest, Hungary, Acta Cryst.. - 9639319406 ; A60, s. 266-
  • Konferensbidrag (övrigt vetenskapligt/konstnärligt)abstract
    • A group of copper(II) complexes containing Schiff bases,derived from salicylaldehyde and various amino acids, isinteresting due to their biological activities. Structures of (N-salicylidene-rac-glutamato)(1-methylimidazole)Cu(II) I, (Nsalicylidene-rac-glutamato)(2-methylimidazole)Cu(II) II and (N-salicylidene-L-glutamato)(2-ethylimidazole)Cu(II)III have been determined. Electron structure of thesecompounds has been investigated by the B3LYP method.In the all here presented complexes three donor atoms (O, Nand O) of the Schiff base and a fourth donor atom from theimidazole ligand (N) define the basal plane of Cu(II).Depending on different substituents R1 and R2 on theimidazole ring, changes of coordination sphere of Cu(II) isvarying (square-planar or square-pyramidal) as well as way of packing of molecules in the crystal.
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3.
  • Langer, Vratislav, 1949, et al. (författare)
  • (1-Methylimidazole)(N-salicylidene-rac-glutamato)copper(II)
  • 2003
  • Ingår i: Acta Crystallographica Section E: Structure Reports Online. - 1600-5368. ; E59:12, s. m1181-m1183
  • Tidskriftsartikel (refereegranskat)abstract
    • The title racemic compound, [Cu(C12H11NO5)(C4H6N2)], adopts a square-planar copper(II) coordination mode with the tridentate N-salicylidenglutamato Schiff base dianion and the 1-methylimidazole ligand. Dimers of centrosymmetrically related molecules are formed. The theoretical investigation of the electronic structure of the title compound by the B3LYP method is presented.
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4.
  • Langer, Vratislav, 1949, et al. (författare)
  • 2-(2-Oxazolin-2-yl)benzene-1,4-diol: X-ray and density functional theory studies
  • 2007
  • Ingår i: Acta Crystallographica Section C: Crystal Structure Communications. - 0108-2701 .- 1600-5759. ; 63:3, s. o187-o189
  • Tidskriftsartikel (refereegranskat)abstract
    • In the crystal structure of the title compound, C9H9NO3, there are strong intramolecular O-H...N and intermolecular O-H...O hydrogen bonds which, together with weak intermolecular C-H...O hydrogen bonds, lead to the formation of infinite chains of molecules. The calculated intermolecular hydrogen-bond energies are -11.3 and -2.7 kJ mol-1, respectively, showing the dominant role of the O-H...O hydrogen bonding. A natural bond orbital analysis revealed the electron contribution of the lone pairs of the oxazoline N and O atoms, and of the two hydroxy O atoms, to the order of the relevant bonds.
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5.
  • Langer, Vratislav, 1949, et al. (författare)
  • 2-(4-Hydroxyphenyl)-4,4-dimethyl-2-oxazoline: X-ray and density functional theory study
  • 2006
  • Ingår i: Acta Crystallographica Section C: Crystal Structure Communications. - 0108-2701 .- 1600-5759. ; C62:7, s. o416-o418
  • Tidskriftsartikel (refereegranskat)abstract
    • In the crystal structure of the title compound, C11H13NO2, there are strong intermolecular O-H...N hydrogen bonds which, together with weak intramolecular C-H...O hydrogen bonds, lead to the formation of infinite chains of molecules, held together by weak intermolecular C-H...O hydrogen bonds. A theoretical investigation of the hydrogen bonding, based on density functional theory (DFT) employing periodic boundary conditions, is in agreement with the experimental data. The cluster approach shows that the influence of the crystal field and of hydrogen-bond formation are responsible for the deformation of the 2-oxazoline ring, which is not planar and adopts a 4T3 (C3TC2) conformation.
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6.
  • Langer, Vratislav, 1949, et al. (författare)
  • anti-2-Hydroxy-2-methyl-1-tetralone oxime: X-ray and density functional theory study
  • 2006
  • Ingår i: Acta Crystallographica Section C: Crystal Structure Communications. - 0108-2701 .- 1600-5759. ; C62:4, s. o199-o202
  • Tidskriftsartikel (refereegranskat)abstract
    • Crystals of the title racemic compound, C11H13NO2, consist of two types of molecules (conformers); one molecule has an exocyclic OH group in an equatorial position and the other has this group in an axial position. Consequently, the hydrogen-bond schemes for the two molecules are different. The molecules with equatorial OH groups create infinite parallel chains (formed by the same enantiomer), connected by centrosymmetric dimers of molecules (of mixed enantiomers), both with axial OH groups. Possible interconversion of the conformers and the flexibility of the molecule were studied by means of different MP2 and density functional theory (DFT) methods. The optimization of the structure by the DFT method confirmed the types of the hydrogen bonds.
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7.
  • Langer, Vratislav, 1949, et al. (författare)
  • Crystal and electronic structure of aqua(N-salicylidene-methylester-L-glutamato)Cu(II) monohydrate
  • 2004
  • Ingår i: Zeitschfrift für Kristallographie. - : Walter de Gruyter GmbH. - 0044-2968. ; 219:2, s. 112-116
  • Tidskriftsartikel (refereegranskat)abstract
    • The absolute structure of the title compound, CuNC13H17O7, has been determined. The crystal structure consists of the molecular units Cu(N-sal-5-met-L-glu)(H2O) connected by a three-dimensional network of hydrogen bonds. The coordination polyhedron in the complex is approximately square-pyramidal with a pentacoordinated Cu(II) atom. The base of the pyramid is formed by nitrogen and oxygen atoms belonging to the molecule, while the apex of the pyramid contains a weakly bonded oxygen atom of the carboxylic group of another molecule. The B3LYP/SVP method and basis set in Gaussian98 was used for quantum chemical calculation of the nature of CuX (X = O, N) bonds. While the calculated dissociation energy of the weakly bonded crystalline water is only 17.2 kJ/mol, the bonding energy of the water molecule coordinating to the Cu atom is 62.3 kJ/mol.
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8.
  • Langer, Vratislav, 1949, et al. (författare)
  • Crystal structures of three isomeric forms of hydoxyphenyl-2-oxazoline
  • 2005
  • Ingår i: Proceedings of XLVIII. Congress of Polish Chemical Society, Poznan 18-22 september 2005. - 8389936070 ; 1, s. S7-P2
  • Konferensbidrag (övrigt vetenskapligt/konstnärligt)abstract
    • The crystal structures of three positionally isomeric compounds, 2-(2-hydroxyphenyl)-2-oxazoline, C9H9NO2, (I), 2-(3-hydroxyphenyl)-2-oxazoline, C9H9NO2, (II), and 2-(4-hydroxyphenyl)-2-oxazoline, C9H9NO2, (III), [alternative names of the title compounds are: 2-(4,5-dihydro-1,3-oxazol-2-yl)phenol, (I), 3-(4,5-dihydro-1,3-oxazol-2-yl)phenol, (II), and 4-(4,5-dihydro-1,3-oxazol-2-yl)phenol, (III)] have been determined. The title compounds were prepared in the course of our research focused at cyclic imino ethers and their utilization in polymer chemistry because hydroxyphenyl-2-oxazolines are known to produce poly(ether-amides) on heating of the monomer. In these compounds, the deviation from coplanarity of oxazoline and benzene rings is dependent on the position of the hydroxyl group at phenyl moiety. The coplanar arrangement in (I) is stabilized by a strong intramolecular O-H...N hydrogen bond. In (II) the hydroxyl group is hydrogen bonded to the ring nitrogen atom on adjacent molecule.Surprisingly, the 2-oxazoline ring of one molecule in asymmetric unit of (II) adopts 3T4 (C2TC3) conformation, while 2-oxazoline ring in the other molecule, as well as that in (I) and (III), is nearly planar, as expected. Tetramers of molecules of (II) are formed and they are bound together via weak C-H...N hydrogen bonds. In (III), strong intermolecular O-H...N hydrogen bonds and weak intramolecular C-H...O hydrogen bonds lead to the formation of an infinite chain of molecules perpendicular to the b direction. The theoretical investigation of H-bonds, based on density functional theory (DFT) employing periodic boundary conditions, has been done using Vienna Ab initio Simulation Package (VASP).
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9.
  • Langer, Vratislav, 1949, et al. (författare)
  • Dimeric (isoquinoline)(N-salicylidene-D,L-glutamato)copper(II) ethanol solvate
  • 2009
  • Ingår i: Acta Crystallographica Section C: Crystal Structure Communications. - 0108-2701 .- 1600-5759. ; C65:5, s. m208-m210
  • Tidskriftsartikel (refereegranskat)abstract
    • The title racemic complex, bis[μ-N-(2-oxidobenzylidene)-D,L-glutamato(2-)]bis[(isoquinoline)copper(II)] ethanol disolvate, [Cu2(C12H11NO5)2(C9H7N)2]·2C2H6O, adopts a square-pyramidal CuII coordination mode with a tridentate N-salicylideneglutamato Schiff base dianion and an isoquinoline ligand bound in the basal plane. The apex of the pyramid is occupied by a phenolic O atom from the adjacent chelate molecule at an apical distance of 2.487(3) Å, building a dimer located on the crystallographic inversion center. The Cu...Cu spacing within the dimers is 3.3264(12) Å. The ethanol solvent molecules are hydrogen bonded to the dimeric complex molecules, forming infinite chains in the a direction. The biological activity of the title complex has been studied.
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10.
  • Langer, Vratislav, 1949, et al. (författare)
  • (N-salicylidene-D,L-glutamato) (2-methylimidazole)copper(II).
  • 2004
  • Ingår i: Acta Crystallographica Section E: Structure Reports Online. - 1600-5368. ; E60:1, s. m129-m132
  • Tidskriftsartikel (refereegranskat)abstract
    • The title racemic compound, [Cu(C12H11NO5)(C4H6N2)], adopts a square-pyramidal Cu(II) coordination with the tridentate N-salicylideneglutamate Schiff base dianion and the 2-methylimidazole ligand in the basal plane. The apex of the pyramid is occupied by a carboxylic acid O atom from the neighbouring chelate at a distance of 2.479(4)Å, leading to infinite one-dimensional chains along the crystallographic a axis. Strong N-H...O and O-H...O hydrogen bonds form a helix parallel to the c axis. The electronic structure of the title compound has also been investigated by the B3LYP method.
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11.
  • Langer, Vratislav, 1949, et al. (författare)
  • Novel type of Cu(II) complex containing Schiff base
  • 2004
  • Ingår i: Abstracts, ECM-22, 26-31 August 2004, Budapest, Hungary, Acta Cryst.. - 9639319406 ; A60, s. 221-
  • Konferensbidrag (övrigt vetenskapligt/konstnärligt)abstract
    • Recently, special interest has been devoted to the group ofcopper(II) complexes containing Schiff bases, derived fromsalicylaldehyde and various amino acids, and N-, or O- donorneutral ligands due to their biological activities. From this group of substances the structures of (N- salicylidene-racglutamato)(1-methylimidazole)Cu(II), (N-salicylidenerac-glutamato)(2-methylimidazole)Cu(II), (N-salicylidene-L-glutamato)(2-ethylimidazole)Cu(II) and aqua(Nsalicylidene-methylester-L-glutamato)Cu(II)monohydrate have been determined. Electronic structure of these compounds has been investigated by the B3LYP method. A continuation of these studies is a new complex transbis(ethanol)tetrakis(imidazole)Cu(II)(2+) bis[µ-(N-salicylidene-L-glutamato-N,O)-κO:κO´-(imidazole)Cu(II)](2-)presented here.This complex has quite spectacular structural features. Bothions are located on inverse centre. The cation is mononuclear, while the anion is binuclear. The quantum chemical calculation of the electronic structure has also been done by the B3LYP method.
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12.
  • Langer, Vratislav, 1949, et al. (författare)
  • Preparation and Crystal Structure of (1S, 5S, 7S, 8R)-8-Hydroxy-7-phenyl-2,6-dioxabicyclo[3.3.0]octan-3-one
  • 2003
  • Ingår i: Molecules. - 1420-3049 .- 1420-3049. ; 8:7, s. 599-606
  • Tidskriftsartikel (refereegranskat)abstract
    • The absolute configuration at two newly formed stereogenic centres (5S, 7S) during the key steps of the total synthesis of naturally occuring goniothalesdiol was established by single-crystal X-ray diffraction analysis relative to stereocentres (1S, 8R) of the title compound (alternatively named 3,6-anhydro-2-deoxy-6-phenyl-L-ido-1,4-hexonolactone, C12H12O4). The conformation of both 5-membered lactone and furanose fused rings is also discussed.
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13.
  • Langer, Vratislav, 1949, et al. (författare)
  • Three isomeric forms of hydroxyphenyl-2-oxazoline: 2-(2-hydroxyphenyl)-2-oxazoline, 2-(3-hydroxyphenyl)-2-oxazoline and 2-(4-hydroxyphenyl)-2-oxazoline
  • 2005
  • Ingår i: Acta Crystallographica Section C: Crystal Structure Communications. - 0108-2701 .- 1600-5759. ; C61:10, s. o602-o606
  • Tidskriftsartikel (refereegranskat)abstract
    • Crystal structures are reported for three isomeric compounds, namely 2-(2-hydroxyphenyl)-2-oxazoline, (I), 2-(3-hydroxyphenyl)-2-oxazoline, (II), and 2-(4-hydroxyphenyl)-2-oxazoline, (III), all C9H9NO2 [systematic names: 2-(4,5-dihydro-1,3-oxazol-2-yl)phenol, (I), 3-(4,5-dihydro-1,3-oxazol-2-yl)phenol, (II), and 4-(4,5-dihydro-1,3-oxazol-2-yl)phenol, (III)]. In these compounds, the deviation from coplanarity of the oxazoline and benzene rings is dependent on the position of the hydroxy group on the benzene ring. The coplanar arrangement in (I) is stabilized by a strong intramolecular O-H...N hydrogen bond. Surprisingly, the 2-oxazoline ring in molecule B of (II) adopts a 3T4 (C2TC3) conformation, while the 2-oxazoline ring in molecule A, as well as that in (I) and (III), is nearly planar, as expected. Tetramers of molecules of (II) are formed and they are bound together via weak C-H...N hydrogen bonds. In (III), strong intermolecular O-H...N hydrogen bonds and weak intramolecular C-H...O hydrogen bonds lead to the formation of an infinite chain of molecules perpendicular to the b direction. This paper also reports a theoretical investigation of hydrogen bonds, based on density functional theory (DFT) employing periodic boundary conditions.
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14.
  • Langer, Vratislav, 1949, et al. (författare)
  • X-ray and DFT studies of a mono- and binuclear copper(II) ionic compound containing a Schiff base
  • 2012
  • Ingår i: Acta Crystallographica Section C: Crystal Structure Communications. - 0108-2701 .- 1600-5759. ; 68:Part 11, s. M326-
  • Tidskriftsartikel (refereegranskat)abstract
    • In the structure of trans-bis(ethanol-kappa O) tetrakis(1H-imidazole-kappa N-3)copper(II) bis[mu-N-(2-oxidobenzylidene)-D,L-glutamato]-kappa O-4(1),N,O-2':O-2';kappa O-4(2)':O-1,N,O-2'-bis[(1H-imidazole-kappa N-3)cuprate(II)], [Cu(C3H4N2)(4)(C2H6O)(2)][Cu-2(C15H14N3O5)(2)], both ions are located on centres of inversion. The cation is mononuclear, showing a distorted octahedral coordination, while the anion is a binuclear centrosymmetric dimer with a square-pyramidal copper(II) coordination. An extensive three-dimensional hydrogen-bonding network is formed between the ions. According to B3LYP/6-31G* calculations, the two equivalent components of the anion are in doublet states (spin density located mostly on Cu II ions) and are coupled as a triplet, with only marginal preference over an open-shell singlet.
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15.
  • Micova, Julia, et al. (författare)
  • Characterisation and X-ray crystallography of products from the Bucherer-Bergs reaction of methyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside
  • 2003
  • Ingår i: Carbohydrate Research. - 0008-6215 .- 1873-426X. ; 338:19, s. 1917-1924
  • Tidskriftsartikel (refereegranskat)abstract
    • Methyl 2,3-O-isopropylidene-α-D-mannofuranosidurononitrile [alternative name: methyl (5R)-5-C-cyano-2,3-O-isopropylidene-α-D-lyxofuranoside] (2), methyl 2,3-O-isopropylidene-α-D-mannofuranosiduronamide [methyl (5S)-5-C-carbamoyl-2,3-O-isopropylidene-α-D-lyxofuranoside; methyl (5S)-2,3-O-isopropylidene-α-D-lyxo-hexofuranosiduronamide] (3), methyl 2,3-O-isopropylidene-α-D-mannofuranosiduronic acid [methyl (5S)-2,3-O-isopropylidene-α-D-lyxo-hexofuranosiduronic acid] (4), methyl 5-deoxy-2,3-O-isopropylidene-5-ureido-β-L-gulofuranosiduronamide [methyl (5R)-5-deoxy-2,3-O-isopropylidene-5-ureido-α-D-lyxo-hexofuranosiduronamide (5), and (4S,5S,6R)-5,6-dihydro-6-hydroxy-4,5-isopropylidenedioxy-4H-pyrido[2,1-e]imidazolidine-2',4'-dione [IUPAC name: (3aS,4R,8aS)-4-hydroxy-2,2-dimethyl-3a,8a-dihydro-4H-1,3-dioxa-4a,6-diaza-s-indacene-5,7-dione] (6), instead of the expected hydantoin derivative, were obtained from the Bucherer-Bergs reaction of methyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside (1). The structure of 6 was deduced from NMR and mass spectral data and confirmed by X-ray crystallography. The configuration at C-5 in 2-5 was confirmed by establishing the 5S configuration of 3 by X-ray crystallography. Conformations of the six- and five-membered rings in 3 and 6 are also discussed.
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16.
  • Micova, Julia, et al. (författare)
  • Synthesis and structure determination of some glycoconjugates related to mannojirimycin and serine
  • 2005
  • Ingår i: ChemZi. - 1336-7242. ; 1:1, s. 222-223
  • Konferensbidrag (övrigt vetenskapligt/konstnärligt)abstract
    • Glycoconjugates of lipids and proteins represent a very important group of organic compounds. Due to their responsibility for recognition in biological events, there is growing interest in the use of synthetic glycopeptides as model compounds.(5S)-5-Triphenylmethoxymethyl-[5-methyl (4R)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2,4-dione(1) was synthesized from methyl 6-O-trityl-2,3-O-isopropylidene-α-D-lyxo-hexofuranosid-5-ulose and applying the Bucherer-Bergs reaction. As a minor product, the isomer 3 with 5-R configuration was isolated. Corresponding α-amino acids 5 and 6 were obtained from the above hydantoins by the selective acid hydrolysis of the trityl and isopropylidene groups followed by basic hydrolysis of the hydantoin ring. 2-Oxazolidinone derivate 7 instead of the expected hydantoin was obtained starting from 6-O-unprotected 5-ulose. The configuration at C-5' atom was unambiguosly established by single-crystal X-ray diffraction analysis of the hydantoin derivative 2.
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17.
  • Micova, Julia, et al. (författare)
  • Synthesis and structure determination of some nonanomerically C—C-linked serine glycoconjugates structurally related to mannojirimycin
  • 2004
  • Ingår i: Carbohydrate Research. - : Elsevier BV. - 0008-6215 .- 1873-426X. ; 339:13, s. 2187-2195
  • Tidskriftsartikel (refereegranskat)abstract
    • The BuchererBergs reaction of methyl 2,3-O-isopropylidene-α-D-lyxo-hexofuranosid-5-ulose gave (4′S)-4′-carbamoyl-4′-[methyl (4R)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-oxazolidin-2′-one instead of expected hydantoins. A mixture of hydantoins(5′R)-triphenylmethoxymethyl-5′-[methyl (4R)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2′,4′-dione and (5′S)-triphenylmethoxymethyl-5′-[methyl (4R)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2′,4′-dione was obtained from the 5-ulose having protected primary OH group at C-6. The 4′-S configuration of 2 as well as 5′-S configuration of (5′S)-hydroxymethyl-5′-[methyl (4R)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2′,4′-dione (9) was confirmed by X-ray crystallography. Corresponding α-amino acidmethyl (5S)-5-amino-5-C-carboxy-5-deoxy-α-D-lyxo-hexofuranoside (alternative name: 2-[methyl (4R)-β-L-erythrofuranosid-4-C-yl]-L-serine) (11) was obtained from the hydantoin 9 by acid hydrolysis of the isopropylidene and trityl groups followed by basic hydrolysis of the hydantoin ring. Analogous derivatives with 5-R configuration, formed in a minority, were also isolated and characterised.
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18.
  • Micova, Júlia, et al. (författare)
  • Synthesis, Crystal Structure, and Conformation of Methyl 5-O-acetyl-5-cyano-6-deoxy-2,3-O-isopropylidene-β-L-gulofuranoside
  • 2002
  • Ingår i: Molecules. - 1420-3049 .- 1420-3049. ; 7:5, s. 437-446
  • Tidskriftsartikel (refereegranskat)abstract
    • Methyl 5-O-acetyl-5-cyano-6-deoxy-2,3-O-isopropylidene-β-L-gulofuranosidewas prepared in high yield from methyl 6-deoxy-2,3-O-isopropylidene-α-D-lyxopentodialdo-1,4-furanoside. The configuration at the C5 atom was unambiguoslyestablished by single crystal X-ray analysis of the corresponding 5-O-acetyl derivative. Theconformation of the furanose and 1,3-dioxolane rings is also discussed.
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19.
  • Micova, Julia, et al. (författare)
  • Synthesis of 4-Carbamoyl-2-oxazolidinones C-4-Linked with a Saccharide Moiety via Bucherer-Bergs Reaction of Hexofuranos-5-uloses
  • 2002
  • Ingår i: Synlett. - : Georg Thieme Verlag KG. - 1437-2096 .- 0936-5214. ; 2002:10, s. 1715-1717
  • Tidskriftsartikel (refereegranskat)abstract
    • Application of the Bucherer-Bergs reaction to 6-O-unprotected hexofuranos-5-uloses led to the formation of 4-carbamoyl-2-oxazolidinones C-4-linked with a carbohydrate moiety instead of expected carbohydrate-C-5-linked hydantoin (imidazolidin-2,4-dione) derivatives. Starting from hexofuranos-5-uloses having all hydroxyl groups suitably protected, only corresponding saccharide-linked hydandoins were obtained.
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20.
  • Steiner, Bohumil, et al. (författare)
  • Some non-anomerically C-C-linked carbohydrate amino acids related to leucine - synthesis and structure determination
  • 2003
  • Ingår i: Carbohydrate Research. - 0008-6215 .- 1873-426X. ; 338:13, s. 1349-1357
  • Tidskriftsartikel (refereegranskat)abstract
    • (5'R)-5'-Isobutyl-5'-[methyl (4R)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2',4'-dione was synthesised starting from methyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside via methyl 6-deoxy-6-isopropyl-2,3-O-isopropylidene-α-D-lyxo-hexofuranosid-5-ulose applying the Bucherer-Bergs reaction. Its 5'-R configuration was confirmed by X-ray crystallography. Corresponding α-amino acid-methyl (5R)-5-amino-5-C-carboxy-5,6-dideoxy-6-isopropyl-α-D-lyxo-hexofuranoside (alternative name: 2-[methyl (4R)-β-L-erythrofuranosid-4-C-yl]-D-leucine) was obtained from the above hydantoin by acid hydrolysis of the isopropylidene group followed by basic hydrolysis of the hydantoin ring. Analogous derivatives with 5S configuration, formed in a minority, were also isolated and characterised.
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