Chiral 7-Oxabicyclo[2.2.1]heptane Building Blocks for Prostanoids

Russian Journal of Organic Chemistry - Methyl (Z)-3-[(2R,3R,4S,5S)-5-(2-methoxy-2-oxoethyl)-3,4-(isopropylidenedioxy)tetrahydrofuran-2-yl]-prop-2-enoate was synthesized, and its intramolecular...     

Ray expansions for the solution of dynamic problems of linear viscoelasticity

Voronezh' Civil-Engineering Institute. Translated from Prikladnaya Mekhanika, Vol. 27, No. 1, pp. 89–95, January, 1991.     

13C NMR spectra of biologically active compounds

The diastereomeric effects on the¹³C NMR chemical shifts of thirteen epimeric pairs of 16-aryloxy-11-deoxyprostaglandins of the E₁ and F₁ series caused by the change in the configuration of the 15-hydroxy group, which are differential parameters for assigning epimers to the 15- and 15-stereochemical series, have been determined.For Communication (VIII), see [1].Institute of Chemistry, Bashkir Scientific Center, Urals Branch, Academy of Sciences of the USSR, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 123–128, January–February, 1991.     

Selective Oxidation of Betulin by Cr(VI) Reagents

Oxidation of betulin by pyridinium dichromate, pyridinium chlorochromate, and K₂Cr₂O₇ -H₂SO₄ in the presence of tetrabutylammonium bromide was studied. Products of regioselective C-3, C-28-, and exhaustive oxidation, 28-hydroxylup-20(29)-3-one, 3-hydroxy- and 3-oxolup-20(29)-en-28-al were obtained.     

13C NMR spectra of polycyclic compounds: Stereochemistry of trimers of bicyclo[2.2.1]heptadiene

¹³C NMR spectra have been obtained for six isomers of bicyclo[2.2.1]heptadiene (norbornadiene) trimers, and a complete stereochemical assignment of these isomers has been made by means of a computer-assisted calculation of chemical shifts.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1973–1978, September, 1990.     

13C NMR Spectra of polycyclic compounds: spiro(bicyclo[2.2.1]heptane-7,1′-cyclopropane) derivatives

The¹³C NMR spectra of 15 spirocyclopropane derivatives in the (C⁷)-norbornane series have been investigated, signal assignments made, and the stereochemistry of isomeric products has been determined. It was found that the methylene group signals in the cyclopropane fragment may be used as criteria in making the stereochemical assignments.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 555–559, March, 1990.     

13C NMR Spectra of polycyclic compounds: stereochemistry of spiro(bicyclo[2.2.1]hepta-2,5-diene-7,1′-cyclopropane) dimers

The structures of the dimerization products of spiro(bicyclo[2.2.1]hepta-2,5-diene-7,1-cyclopropane) have been solved using¹³C NMR spectroscopy and their stereochemical assignments made. The methylene carbon atom signals for the spirocyclopropane fragment can be used as diagnostic signals in making the stereochemical assignments.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 559–564, March, 1990.     

Intramolecular cyclization involving O-vinyl or O-vinylketoxime function in a number of pentacyclic triterpenoids in superbasic medium

28-Triphenylmethoxylup-20(29)-ene-2,3-dione dioxime and 18α(H)-oleanane-3β,19β,28-triol upon reaction with acetylene in superbasic medium KOH-DMSO undergo intramolecular cyclization with the formation of products containing 1,2,5-oxadiazole and tetrahydrofuran fragment, respectively.     

Ozonolysis of alkenes and study of reactions of polyfunctional compounds: LXVIII. Investigation of transformations of peroxide products of olefins ozonolysis treated with hydroxylamine hydrochloride

Hydroxylamine hydrochloride efficiently reduces peroxide products of olefins ozonolysis into carbonyl compounds. Depending on the substrate character, solvent, and the treatment conditions the arising aldehydes transformed along the route aldehyde→aldoxime→nitrile→ester into individual compounds or their mixtures, or give the corresponding acetals.     

Host–guest complexation in the β-glycyrrhizic acid–2,8-dimethyl-5-[2´-(6″-methylpyridin-3″-yl)ethyl]-2,3,4,5-tetrahydro-1<Emphasis Type="Italic">H</Emphasis>-pyrido[4,3-<Emphasis Type="Italic">b</Emphasis>]indole system

Electronic, IR, and NMR spectroscopy methods were used to study the interaction in the β-glycyrrhizic acid (GA)–2,8-dimethyl-5-[2´-(6″-methylpyridin-3″-yl)ethyl]-2,3,4,5-tetra-hydro-1H-pyrido[4,3-b]indole (Dim) system in an alcoholic medium. The complete assignment of signals in the ¹H and ¹³C NMR spectra of Dim and GA in CD₃OD was made for the individual components and for thier mixtures at different ratios. These data suggest the formation of a host–guest complex in this system. It is hypothesized that associates of GA molecules interact with Dim through Δ^12,13–carbonyl group conjugated bonds in the triterpene moiety of GA that interact with the aromatic systems of the indole and pyridine moieties of Dim, as well as via an acid-base mechanism involving mainly the carboxy groups of glucuronic acid residues in the carbohydrate part of GA and the nitrogen atom of the tetrahydropyridine ring of Dim.