Synthesis and some properties of gem-dichlorocyclopropane carboxaldehyde acetals and cyclopropane carboxaldehyde acetals

α,β-Unsaturated aldehyde acetals add :CCl₂ (obtained in accordance with Makosza procedure) to form gem-dichlorocyclopropanecarboxaldehyde acetals (1) in high yields when the ratio of reactants is no less than 1:4. The addition of :CCl₂ to polyunsaturated aldehyde acetals in the above conditions proceeds regioselectively at double bonds enriched by electrons. Compounds 1 are reduced by sodium in liquid ammonia to give cyclopropanecarboxaldehyde acetals (2). Both 1 and 2 are hydrolized by dilute H₃P0₄ to the corresponding aldehydes and are added to vinyl ethers in the presence of BF₃·Et₂O to produce only 1:1 adducts which are hydrolyzed by a mixture of AcOH-AcONa-H₂O to give β-formylcyclopropanes which were previously unknown.     

A study of deuterium exchange in adamantane carboxylic acids and alcohols under electron impact

The mass spectra of 1-adamantyl substituted carboxylic acids and alcohols with and without deuterated hydroxyl groups were studied. Deuterium exchange between functional group and adamantane nucleus was observed and a possible explantation of the phenomenon is given.     

Vilsmeier formylation of 2-methyl-3 -carbethoxy-5-methoxy- and 2-methyl-5-methoxyindoles

The corresponding 6- and 3-formyl derivatives were obtained by formylation of 2-methyl-3-carbethoxy-5-methoxy- and 2-methyl-5-methoxyindole derivatives.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 339–341, March, 1971.     

Mass spectrometry of kaurene derivatives—I. The mass spectra of some (−)-kauran-16-ols

The mass spectra of nine compounds belonging to the group of (?)-kauran-16-ols are reported. These compounds differ either by stereochemistry at C₁₆ (I, II) or by the nature of the substituent at C₄ (III to VIII). In all cases the most characteristic ions correspond to a process in which ring D is split off and lost as a C₃H₆O fragment. The nature of the substituent R₁ at C₄ can be deduced from such typical ions as [M ? R₁]+ or [M ? R₁ ? H₂O]+. Kauranols epimeric at C₁₆ show little difference in their mass spectra; the assignment of configuration at this centre may be reliable only when the spectra of both epimers are compared.     

Mass spectra of alditol trifluoroacetates

The trifluoroacetyl derivatives of alditols are convenient compounds for mass spectrometric investigation as they are easily obtainable and highly volatile. They show simple fragmentation patterns with intensive peaks in the high mass range. Trifluoroacetates of alditols may be used for detection and location of deoxy groups in the molecule.     

New Derivatives of 5-Substituted Uracils: Potential Agents with a Wide Spectrum of Biological Activity

Pyrimidine nucleoside analogues are widely used to treat infections caused by the human immunodeficiency virus (HIV) and DNA viruses from the herpes family. It has been shown that 5-substituted uracil derivatives can inhibit HIV-1, herpes family viruses, mycobacteria and other pathogens through various mechanisms. Among the 5-substituted pyrimidine nucleosides, there are not only the classical nucleoside inhibitors of the herpes family viruses, 2′-deoxy-5-iodocytidine and 5-bromovinyl-2′-deoxyuridine, but also derivatives of 1-(benzyl)-5-(phenylamino)uracil, which proved to be non-nucleoside inhibitors of HIV-1 and EBV. It made this modification of nucleoside analogues very promising in connection with the emergence of new viruses and the crisis of drug resistance when the task of creating effective antiviral agents of new types that act on other targets or exhibit activity by other mechanisms is very urgent. In this paper, we present the design, synthesis and primary screening of the biological activity of new nucleoside analogues, namely, 5′-norcarbocyclic derivatives of substituted 5-arylamino- and 5-aryloxyuracils, against RNA viruses.