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1.
Oxidation of methyl glycopyranosides with periodic acid in pyridine was studied by analysis of the reaction products by the dithioacetal method. Both C2—C3 and C3—C4 bonds were cleaved yielding three types of dialdehydes;secondary attack of these dialdehydes by periodic acid did not occur. Oxidation in aqueous pyridine proceeded in normal Malapradian fashion, but more slowly than for oxidation in water. Molar proportions of aldehydes were theoretical, when methyl glycosides were oxidized with periodic acid in a 1:1 () mixture of pyridine and water. The structures of carbohydrate moieties in a few saponins and glycolipids were confirmed by analysis of the oxidation products obtained under similar conditions. 相似文献
2.
Claudine Augé Serge David Christine Gautheron Alain Veyrières 《Tetrahedron letters》1985,26(20):2439-2440
Condensation of 2-acetamido-6--acetyl-2-deoxy-D-mannose with pyruvic acid in the presence of immobilized acylneuraminate pyruvate lyase (2.8 units) gave 5-acetamido-9--acetyl-3,5-dideoxy-D--D--2-nonulopyranos-1-onic acid (-acetyl-9--acetylneuraminic acid) on the 0.3 mmole scale. 相似文献
3.
13C-NMR spectral data on 6-aminohexyl glycosides of -β--galactopyranosyl-2-acetamido-2-deoxy-β--glucopyranose are pr 相似文献
4.
Optical resolution of (±)-tetrahydrojatrorrhizine using (-)-O,O-di--toluoyl--tartaric acid gave rise to (+)-tetrahydrojatrorrhizine ( of high optical purity and of known absolute configuration. Oxidation of this enantiomer with lead tetraacetate, followed by acid hydrolysis, furnished alcohols and in a 2:1 ratio, whose relative stereochemistry was established from their nmr spectra. Iodine oxidation of the major alcohol led to protoberberinium salt which was found to be dextrorotatory. Since berberastine () and thalidastine () are also dextrorotatory, they must possess the same absolute configuration as . 相似文献
5.
Abstract
tert-Butyldimethylsilyl (4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-d-glucopyranosyl)-(1 → 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside (Kawada and Yoneda [MOCHEM-D-09-00120], 2009), designed as a repeating disaccharide unit in a β-glucan having two different faces, was converted into a glycosyl donor and an acceptor. The glycosyl acceptor was glycosylated with the donor to afford a chito-tetrasaccharide derivative in good yield. Phthalimido and azido groups in the tetrasaccharide were successively converted into acetamido and free amino groups, and all other protecting groups were cleaved to obtain the chito-tetrasaccharide (2-amino-2-deoxy-β-d-glucopyranosyl)-(1 → 4)-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-(1 → 4)-(2-amino-2-deoxy-β-d-glucopyranosyl)-(1 → 4)-2-acetamido-2-deoxy-d-glucopyranose. 相似文献6.
Direct ring-opening of the epoxide ring in 1-(5′--trityl-2′,3′-anhydro-β-D-lyxo-furanosyl) uracil (1) by lithium acetylide or vinylmagnesium bromide/cuprous iodide affords the corresponding 5′--trity]-3′--substituted-3′-deoxy--uridine species. 相似文献
7.
Giovanni Fronza Claudio Fuganti Piero Grasselli Giuseppe Pedrocchi-Fantoni Carlo Zirotti 《Tetrahedron letters》1982,23(40):4143-4146
The synthesis of the 2,6-dideoxy sugars -digitoxose (14), 2-deoxy--fucose (15) and -mycarose (16) from the C4 and C5 chiral synthons (1), (2) and (3), through the intermediacy of the C7 adducts (4), (8) and (12), obtained by addition of diallylzinc onto (1), (2) and (3), is reported. 相似文献
8.
The 3d levels of gaseous Te2 have been studied by X-ray photoelectron spectroscopy. The binding energies are 580.14 ± 0.10 for the 3d level and 590.45 ≈ 0.10 eV for 3d. Comparison is made with the atomic binding energies of 581.33 (3d) and 591.64 eV (3d), computed using Desclaux's Dirac-Fock program, and with binding energies in ihe solid. The latter are ≈ 2.2 eV lower than those in Te2. 相似文献
9.
Federico G. De las Heras Ana San Félix Ana Calvo-Mateo Piedad Fernández-Resa 《Tetrahedron》1985,41(18):3867-3873
Reaction of methyl 2-acetamido-4,6--benzylidene-2-deoxy-α---hexopyranosid-3-ulose with Me3SiCN afforded methyl 2-acetamido-4,6--benzylidene-3--cyano-2-deoxy-3--trimethylsilyl-α--- Reaction of ethyl 4,6-di--acetyl-2,3-anhydro-α--mannopyranoside with Me3SiCN gave the corresponding ethyl 4,6-di--acetyl-2--cyano-2-deoxy-α--glucopyranoside. Reaction of methyl 4,6--benzylidene-2,3-anhydro-α--allopyranoside or methyl 4,6--benzylidene-2,3-di--tosyl-α--glucopyranoside with Me3SiCN at - 75° or - 50° gave the corresponding methyl 6--[(R)-cyano phenyl methyl]-α--glyco-pyranosides with high or total regio and stereoselectivity. 相似文献
10.
Géza Stájer LászlÓ Mód Angela E. Szabó Ferenc Folöp Gábor Bernáth Pál Sohár 《Tetrahedron》1984,40(12):2385-2393
The -- amino acid with norbornene skeleton was converted into 2-aryvl---1,3-oxazin-4-ones -. These compounds, similarly to the isomers - studied by us earlier, undergo retrodiene decomposition under mild conditions to give 2-aryl-6-l,3-oxazin-6-ones (-) in 50-60% yield. The ratio of the decomposition rate constants of the tricyclic and -1,3-oxazin-4-ones, measured in toluene solution, is about 2. 相似文献
11.
12.
The synthesis of the 2,4,6-cycloheptatrienyl ketones – by two alternative routes is reported: Route 1): The adducts from the phenyl(trimethylsiloxy)-acetonitriles , known as “umpolung” reagents, and tropylium tetrafluoroborate are cleaved by triethylammonium fluoride to form the aromatic cycloheptatrienyl ketones –. Route 2): the phenyl, methyl, and cyclopropyl ketone (, , ) are prepared by treatment of the acid chloride with the corresponding organomanganese iodides RMnI (, , ). The Fe-catalyzed coupling reaction of the acid chloride with a Grignard reagent was also used for the preparation of ketone . 相似文献
13.
Abstract
The synthesis of the disaccharide tert-butyldimethylsilyl (4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-d-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, designed as a repeating unit appearing in oligo- and polysaccharides, which exhibits a distinguished “obverse–reverse” property in β-1,4-glucan chain, was accomplished. This disaccharide was synthesized by glycosylation of a phthalimido sugar with an azido sugar. A selective removal of the two different protecting groups at C-2 for obtaining 2-acetamido-4-O-(2-amino-2-deoxy-β-d-glucopyranosyl)-2-deoxy-β-d-glucopyranose indicates that the selection and combination, using phthalimido and azido as protecting groups, are an excellent strategy for synthesizing such target disaccharides. 相似文献14.
Christopher J. Wormald 《The Journal of chemical thermodynamics》1979,11(12):1127-1136
Using a flow calorimetric apparatus, measurements of the isothermal Joule-Thomson coefficient of acetone and chloroform have been made over the range 313.15 to 373.15 K. Values of () obtained from the measurements are found to be consistent with measurements of the second virial coefficient B. For acetone the measurements are also found to be consistent with values of obtained from the pressure derivative of the heat capacity. Best-fit equations are given, and parameters for the Stockmayer potential are found. 相似文献
15.
- and -2-Methylamino and 2-benzylamino-3-hydroxymethylbicyclo [2.2.1]heptanes and the corresponding bicycio [2.2.1] heptenes ( -, -) were synthesized from β-amino acid esters containing the norbornane or norbornene skeleton (-). The aminoalcohols were converted to 5,8- methano -3,1-benzoxazines by reaction with formaldehyde. As established by 1H and 13C NMR spectroscopy, the predominant conformation is () for the , and () for the derivatives. 相似文献
16.
Waldemar Adam Hector Rebollo Heinz Dürr Karl-Heinz Pauly Karl Peters Eva-Maria Peters Hans-Georg von Schnering 《Tetrahedron letters》1982,23(9):923-926
4-Methyl-1,2,4-triazoline-3,5-dione (MTAD) gives with 7-spiro-fluorenyl-1,3,5-cycloheptatriene () initially he norcaradine-type urazole () which at ambient temperatures rearranges into (), while 102 gives the tropilidene-type endoperoxide (). 相似文献
17.
G. Eulenberger 《Journal of solid state chemistry》1984,55(3):306-313
The new compound Tl6[Ge2Te6] was prepared by thermal synthesis from the elements. The material is triclinic, space group , with a = 9.471(2), b = 9.714(2), c = 10.389(2) Å, α = 89.39(1), β = 97.27(1), γ = 100.79(1)°, and Z = 2. The crystal structure was determined from single-crystal intensity data measured by means of an automated four-circle diffractometer and refined to an R value of 0.053 for 1831 observed reflections. Tl6[Ge2Te6] is characterized by Ge2Te6 units with GeGe bonds which are linked into a three-dimensional structure by Tl atoms coordinated to essentially six Te atoms. The most important mean distances are Å, Å, and Å. The lone 6s electron pairs of the thallium(I) atoms exhibit significant stereochemical activity. Tl6[Ge2Te6] represents a new structure type. 相似文献
18.
Regio- and stereoselective methods are described for the synthesis of compounds possessing the stereochemistry of type , , , and from the aldehyde . 相似文献
19.
Flash vacuum pyrolysis of -methylbenzyl chloride-,-2 gives benzocyclobutene-,-2. This finding indicates that the reaction involves net δ-elimination of hydrochloric acid. 相似文献
20.
Organoboranes in organic synthesis: IX. Carbonylation products of organoboranes derived from myrcene
Myrcene and thexylborane react in the ratio to give a mixture of two boranes, only one of which is carbonylated with cyanide/trifluoroacetic anhydride, followed by oxidation, to give 3-hydroxymethyl-6-isopropyl-2-methylcyclohexanone (A). The positions of hydroboration are established by synthesis of the hydroboration/oxidation products. The cyanidation of the organoboranes derived from myrcene and diborane leads to a mixture of A and 5-(2′-hydroxyethyl)-2-isopropylcyclohexanone, the structures of which are established by independent synthesis. The hydroboration of myrcene is shown to be relatively non-stereospecific. 相似文献