A 18 Acidic hydrolysis of N-acyl-1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes [Electronic resource] / G. L. Levit, A. M. Demin, M. I. Kodess, M. A. Ezhikova, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov, V. N. Charushin // Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - P2783-2786 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Acidic hydrolysis of N-acyl 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecaboranes has been studied. It has been shown that acidic hydrolysis of diastereomeric amides of 1-methyl-3-amino-1,2-dicarba-closo-dodecaborane results in the partial racemization of the target 3-amino-1-methylcarborane. Under the similar conditions, the hydrolysis of N-acyl-3-amino-1-phenyl-1,2-dicarba-closo-dodecaboranes resulted in amide bond cleavage accompanied by simultaneous deboronation with the removal of boron atom at position 6 of carborane cage and formation of 7,8-dicarba-nido-undecaborane derivative according to 11B and 1H NMR spectroscopy. \\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2783.pdf |
N 10 N-Phthaloyl-(S)-alanyl chloride as a chiral resolving agent for the kinetic resolution of heterocyclic amines [Text] / V. P. Krasnov, G. L. Levit, M. I. Kodess, V. N. Charushin, O. N. Chupakhin // Tetrahedron: Asymmetry . - 2004. - Vol. 15, № 5. - P859-862 : ил. - Библиогр.: с. 862 (7 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): HETEROCYCLIC AMINES -- CHLORIDE -- KINETIC RESOLUTION Аннотация: Acylation of heterocyclic amines with N-phthaloyl-(S)-alanyl chloride under kinetic resolution conditions resulted in the predominant formation of (S,S)-amides. The diastereoselectivity of resolution depended heavily on the structure of the resolved amine.???? \\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2004, v.15, p.859.pdf |
E 54 Enantiomers of 3-amino-1-methyl-1,2-dicarba-closo-dodecaborane [Text] / V. P. Krasnov, G. L. Levit, V. N. Charushin, M. I. Kodess, V. N. Kalinin, O. N. Chupakhin // Tetrahedron: Asymmetry . - 2002. - Vol. 13, № 16. - P1833-1835. - Bibliogr. : p. 1835 (6 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The enantiomers of 3-amino-1-methyl-1,2-dicarba-closo-dodecaborane were prepared by means of resolution of the racemic mixture via acylation by (S)-naproxen chloride followed by separation and subsequent acid hydrolysis of each of the diastereoisomeric amides. Partial racemization of enantiomeric 3-aminocarboranes was observed during acid hydrolysis \\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2002, v.13, p.1833.pdf |
K 46 Kinetic resolution of (±)-2-methyl-1,2,3,4-tetrahydroquinoline and (±)-2-methylindoline [Electronic resource] / V. P. Krasnov, G. L. Levit, I. N. Andreeva, A. N. Grishakov, V. N. Charushin, O. N. Chupakhin // Mendeleev Communications. - 2002. - Vol. 12, № 1. - P27-28 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The acylation of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2-methylindoline by (S)-naproxen acyl chloride resulted in their kinetic resolution with the predominant formation of (S,S)-diastereoisomeric amides (de 78–76%), recrystallisation of which followed by acid hydrolysis gave individual (S)-isomers of heterocyclic amines???? \\\\expert2\\nbo\\Mendeleev Communications\\2002, v.12, N 1. p.27.pdf |
K 46 Kinetic resolution of (±)-2,3-dihydro-3-methyl-4H-1,4-benzoxazine, (±)-2-methyl-1,2,3,4-tetrahydroquinoline and (±)-2-methylindoline using N-tosyl-(S)-prolyl chloride [Text] / V. P. Krasnov, G. L. Levit, I. M. Bukrina, I. N. Andreeva, L. Sh. Sadretdinova, M. A. Koroleva, M. I. Kodess, V. N. Charushin, O. N. Chupakhin // Tetrahedron: Asymmetry . - 2003. - Vol. 14, № 14. - P1985-1988. - Bibliogr. : p. 1988 (6 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Acylation of racemic 2,3-dihydro-3-methyl-4H-1,4-benzoxazine, 2-methyl-1,2,3,4-tetrahydroquinoline and 2-methylindoline with N-tosyl-(S)-prolyl chloride resulted in their kinetic resolution with the predominant formation of (R,S)-diastereoisomeric amides, des being 80, 66 and 38%, respectively. Recrystallisation of the amides followed by acid hydrolysis gave individual (R)-enantiomers of heterocyclic amines \\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2003, v.14, p.1985.pdf |
S 98 Synthesis of N-[(3-Amino-1,2-dicarba-closo-dodecaboran-1-yl)acetyl] Derivatives of alfa-Amino Acids [Text] / G. L. Levit, V. P. Krasnov, D. A. Gruzdev, A. M. Demin, I. V. Bazhov, O. N. Chupakhin, V. N. Charushin // Collection of Czechoslovak Chemical Communications. - 2007. - Vol. 72, № 12. - P1697-1706 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The N-[(3-amino-1,2-dicarba-closo-dodecaboran-1-yl)acetyl] derivatives of amino acids were prepared starting from N-protected (Ac, Form, Bz, and Boc) 3-amino-1-(carboxymethyl)-o-carboranes and alkyl esters of natural amino acids using the carbodiimide method of coupling and removing the ester groups. All the amides obtained were diastereoisomeric mixtures. Some diastereoisomers were separated and the assignment of the absolute configuration of aminocarborane fragments was performed by X-ray crystallography |
S 98 Synthesis of amides and N-acyl derivatives of 3-amino-1-carboxymetil-1,2-dicarba-closo-dodecarborane [Text] : доклад, тезисы доклада / G. L. Levit, V. P. Krasnov, D. A. Gruzdev, A. M. Demin, I. V. Bazhov, V. A. Ol'shevskaya, V. N. Kalinin, O. N. Chupakhin, V. N. Charushin // Euroboron 4, Bremen, Germany, 2-6 Sept. 2007 : abstr. . - Bremen, Germany, 2007. - 137 (56PO). - Bibliogr. : p. 137 (1 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
H 99 Hydrolysis of 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecarborane amides [Text] : доклад, тезисы доклада / G. L. Levit, A. M. Demin, M. I. Kodess, M. A. Ezhikova, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov, V. N. Charushin // Euroboron 3, The 3rd European Meeting on Boron Chemistry, Pruhonice-by-Prague, Czech Republic, 12-16 Sept. 2004 : abstr. . - Pruhonice-by-Prague, Czech Republic, 2004. - P39 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
C 98 Cyclizations of 1,2,4-triazinium salts with bifunctional nucleophiles - a new route to condensed 1,2,4-triazines [Electronic resource] / S. G. Alexeev, V. N. Charushin, O. N. Chupakhin, G. G. Alexandrov // Tetrahedron Letters. - 1988. - Vol. 29, № 12. - С. 1431-1434. - Bibliogr. : p. 1434 (6 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4-TRIAZINIUM SALTS -- AMIDES -- NUCLEOPHILES Аннотация: The reaction of 1,2,4-triazinium salts with amides of acetoacetic acid yielding 1,4,4a,5,7,7a-hexahydro-6H-pyrrolo[3,2-e]-1,2,4-triazin-6-ones exemplifies the first direct annelation to the 1,2,4-triazine ring based on the diaddition of bifunctional nucleophiles at C-5 and C-6. \\\\expert2\\nbo\\Tetrahedron Letters\\1988, v 29, p.1431.pdf |
N 89 Novel purine conjugates with N-heterocycles: synthesis and anti-influenza activity / V. P. Krasnov, V. V. Zarubaev, D. V. Gruzdev [et al.] // Chemistry of Heterocyclic Compounds. - 2021. - Vol. 57, № 4. - P498-504
Кл.слова (ненормированные): 6-CHLOROPURINE -- HETEROCYCLIC AMINES -- ANTIVIRAL ACTIVITY -- INFLUENZA A AND B VIRUSES Аннотация: A number of novel amides were synthesized by coupling of 6-[(9H-purin-6-yl)amino]hexanoic acid to heterocyclic amines. The antiviral activity of the obtained compounds, as well as of purine conjugates in which 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine is linked to position 6 of purine through a fragment of ɷ-amino acids with varying lengths of polymethylene chains against influenza A and B viruses was studied in vitro. Purine derivatives have been shown to have moderate activity against influenza A (H1N1) virus. The antiinfluenza activity and cytotoxicity of conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine depend on the length of the linker fragment. |