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 Найдено в других БД:Публикации Чарушина В.Н. (17)
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Общее количество найденных документов : 35
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1.
Инвентарный номер: нет.
   


   
    2-Arylpropionyl chlorides in kinetic resolution of racemic 3-methyl-2,3-dihydro-4H-[1,4]benzoxazines [Electronic resource] / E. N. Chulakov, D. A. Gruzdev, G. L. Levit, L. Sh. Sadretdinova, V. P. Krasnov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 948-954. - Bibliogr. : p. 953-954 (34 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
KINETIC RESOLUTION -- ACYL CHLORIDES -- ENANTIOMERS
Аннотация: Kinetic resolution of racemic 3 methyl 2,3 dihydro 4H [1,4]benzoxazines in the reaction with chiral 2 arylpropionyl chloride predominantly yielded R*,R* diastereomers. Ibuprofen acyl chloride as acylating agent was found to be more selective and sensitive to the changes in the reaction temperature as compared to naproxen acyl chloride and 2 phenylpropionyl chloride

\\\\expert2\\NBO\\Russian Chemical Bulletin\\2011, 60 (5), 948-954.pdf
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2.
Инвентарный номер: нет.
   
   A 10


   
    A comparative study on the acylative kinetic resolution of racemic fluorinated and non-fluorinated 2-methyl-1,2,3,4-tetrahydroquinolines and 3,4-dihydro-3-methyl-2H-[1,4]benzoxazines [Electronic resource] / D. A. Gruzdev, E. N. Chulakov, G. L. Levit, M. A. Ezhikova, M. I. Kodess, V. P. Krasnov // Tetrahedron: Asymmetry . - 2013. - Vol.24, №19. - С. 1240-1246. - Bibliogr. : p. 1246 (21 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
RACEMIC FLUORINATED -- 1,2,3,4-TETRAHYDROQUINOLINES -- BENZOXAZINES
Аннотация: The acylative kinetic resolution of racemic 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline, 7,8-difluoro-3,4-dihydro-3-methyl-2H-[1,4]benzoxazine, and their non-fluorinated analogues with (S)-naproxen and N-phthaloyl-(S)-amino acyl chlorides has been carried out. It has been shown that the presence of fluorine atoms in the aromatic fragment of a heterocyclic amine results in the increasing stereoselectivity of acylation with (S)-naproxen acyl chloride and in a decrease in the efficiency of acylative kinetic resolution using N-phthaloyl-(S)-amino acyl chlorides. A method for the preparation of enantiopure (S)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (ee >99%) was developed

\\\\expert2\\NBO\\Tetrahedron Asymmetry\\2013, in Press, Corr. Proof, 4 Sept.pdf
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3.
Инвентарный номер: нет.
   
   A 19


   
    Acylactive kinetic resolution of racemic heterocyclic amines using amino acids derivatives [Text] : доклад, тезисы доклада / D. A. Gruzdev, G. L. Levit, E. N. Chulakov, L. Sh. Sadretdinova, T. V. Matveeva, E. A. Il"ichyova, V. P. Krasnov // Fifth International Conference on Organic Chemistry for young Scientists (InterYCOS-2009) "Universities Contribution in the Organic Chemistry Progress", devoted to the 175 th anniversary of D.I.Mendeleevs birthday and 80th anniversary of the Chemistry department of St. Petersburg State University foundation, Saint-Petersburg, 22-25 june 2009 : abstr. - СПб., 2009. - P45 (1-11). - Bibliogr. : p. 46 (9 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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4.
Инвентарный номер: нет.
   
   A 19


   
    Acylative kinetic resolution of racemic amines using N-phthaloyl-(S)-amino acyl chlorides [Text] / D. A. Gruzdev, G. L. Levit, V. P. Krasnov, E. N. Chulakov, L. Sh. Sadretdinova, A. N. Grishakov, M. A. Ezhikova, M. I. Kodess, V. N. Charushin // Tetrahedron: Asymmetry . - 2010. - Vol. 21, № 8. - P936-942
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A comparative study of the kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2,3-dihydro-3-methyl-4H-1,4-benzoxazine using N-phthaloyl-(S)-amino acyl chlorides as chiral acylating agents is described. Temperature and solvent effects on the stereochemical features have been examined. It has been found that N-phthaloyl-(S)-phenylalanyl and N-phthaloyl-(S)-2-phenylglycyl chlorides bearing aromatic substituents close to the stereogenic centre are more stereoselective acylating agents than N-phthaloyl-(S)-alanyl chloride. For the preparative kinetic resolution of racemic amines N-phthaloyl-(S)-phenylalanyl chloride proved to be the most appropriate chiral acylating agent

\\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2010, v. 21, p.936.pdf
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5.
Инвентарный номер: нет.
   
   A 19


   
    Acylative kinetic resolution of racemic amines with N-protected (S)-amino acyl chlorides / D. A. Gruzdev, G. L. Levit, V. P. Krasnov, V. N. Charushin // 18th European Symposium on Organic Chemistry ESOC-2013, Marseille, France, 7-12 July 2013 : book of abstracts. - Marseille (France) , 2013. - 244 (P1-184)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
RACEMIC AMINES -- CHLORIDES -- ACYLATIVE KINETIC RESOLUTION

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6.
Инвентарный номер: нет.
   
   A 19


   
    Acylative kinetic resolution of racemic amines with profens and amino acids derivatives / V. P. Krasnov, G. L. Levit, D. N. Kozhevnikov, M. I. Kodess, D. A. Gruzdev, E. N. Chulakov, V. N. Charushin // International Congress on Organic Chemistry, dedicated to the 150-th anniversary of the Butlerov's Theory of Chemical Structure of Organic Compounds, Kazan, September 18-23, 2001 : book of abstr. - Kazan, 2011. - С. 85
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
KINETIC RESOLUTION -- S-AMINES -- RACEMIC AMINES

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7.
Инвентарный номер: нет.
   
   A 19


   
    Acylative kinetic resolution of racemic heterocyclic amines with (R)-2-phenoxypropionyl chloride / S. A. Vakarov [и др.] // Tetrahedron: Asymmetry . - 2016. - Vol. 27, № 24. - С. 1231-1237. - Bibliogr. : p. 1236-1237 (15 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
HETEROCYCLIC AMINES -- BENZOXAZINES -- 2-METHYLINDOLINE -- KINETIC RESOLUTION
Аннотация: The acylative kinetic resolution of racemic heterocyclic amines such as 3,4-dihydro-3-methyl-2H-[1,4]benzoxazines, 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine, 2-methyl-1,2,3,4-tetrahydro-quinolines and 2-methylindoline with enantiopure (R)-2-phenoxypropionyl chloride has been studied. It has been found that acylation of 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine proceeds with the best stereoselectively when compared with other racemic amines. An efficient method for the preparation of (S)-3,4-dihydro-3-methyl-2H-[1,4]benzothiazine (99.4% ee) via a kinetic resolution protocol was developed. The possibility of recycling (R)-2-phenoxypropionic acid has been demonstrated.

\\\\expert2\\NBO\\Tetrahedron Asymmetry\\2016, v. 27, p.1231.pdf
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8.
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    Acylative kinetic resolution of racemic methyl-substituted cyclic alkylamines with 2,5-dioxopyrrolidin-1-yl (R)-2-phenoxypropanoate / D. A. Gruzdev, S. A. Vakarov, M. A. Korolyova [et al.] // Organic & biomolecular chemistry. - 2022. - Vol. 20, № 4. - P862-869
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The diastereoselective acylation of a number of racemic methyl-substituted cyclic alkylamines with active esters of 2-phenoxypropanoic acid was studied in detail. The ester of (R)-2-phenoxypropanoic acid and N-hydroxysuccinimide was found to be the most selective agent. The highest stereoselectivity was observed in the kinetic resolution of racemic 2-methylpiperidine in toluene at −40 °C (selectivity factor s = 73) with the predominant formation of (R,R)-amide (93.7% de). To explain the observed stereoselectivity, DFT modelling of the transition states in the reactions of the title acylating agent with 2-methylpiperidine and 2-methylpyrrolidine was performed. The calculated values were in good agreement with experimental data. It has been demonstrated that the acylation proceeds via a concerted mechanism, in which the addition of an amine occurs simultaneously with the elimination of the hydroxysuccinimide fragment. The high stereoselectivity of the (R,R)-amide formation is largely ensured by the lower steric hindrances in the transition states as compared to the formation of (R,S)-amide.

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9.
Инвентарный номер: нет.
   
   A 48


   
    Aminomethylation of chlorophyll a derivatives using bis(N,N-dimethylamino) methane [Text] / D. V. Belykh, I. S. Tarabukina, D. A. Gruzdev, M. I. Kodess, A. V. Kutchin // Journal of Porphyrins and Phthalocyanines. - 2009. - Vol. 13, № 7-8. - P949-956
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Bis(N,N-dimethylamino)methane has been shown to be a convenient reagent for the aminomethylation of chlorophyll a derivatives. Methylpheophorbide a (in enol form) and chlorin e6 13-amides were aminomethylated with bis(N,N-dimethylamino)methane. Reactivity of methylpheophorbide a exo-ring and chlorin e6 13-amides vinyl group were shown to be different. Selective methylpheophorbide a exo-ring aminomethylation was realized and isomerization of the exo-ring aminomethylation product with rhodochlorin 15-acrylic derivative formation was studied. The action of bis(N,N- dimethylamino)-methane in the presence of weak acid has been shown to be a simple and effective synthetic procedure to obtain a new chlorin e6 derivative with two N,N-dimethylaminomethyl substituents in the vinyl group. The aminomethylation products' high yields, the simplicity of the procedure, the use of metal-free chlorines and the possible synthesis of new compounds, were found to be the main advantages of using bis(N,N-dimethylamino)methane as an aminomethylation reagent in chlorophyll a derivatives' chemistry

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10.
Инвентарный номер: нет.
   
   B 60


   
    Biotechnological synthesis of new nucleosides based on 2-aminopurine with a bulky 7,8-difluoro-3,4-dihydro-3-methyl-2 h-[1,4]benzoxazine residue at C6 position [Electronic resource] / B. Z. Eletskaya, D. A. Gruzdev, A. Yu. Vigorov, I. D. Konstantinova, G. L. Levit, V. P. Krasnov, V. N. Charushin, A. I. Miroshnikov // FEBS Journal. - 2015. - Vol. 282, № S1 : 40th Congress of the Federation-of-European-Biochemical-Societies (FEBS) - The Biochemical Basis of Life, Berlin, Germany, Jul 04-09 2015. - С. 162
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
BIOTECHNOLOGICAL SYNTHESIS -- 2-AMINOPURINE -- NUCLEOSIDES

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