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G. V. Mokrov A. M. Likhosherstov V. S. Troitskaya T. A. Gudasheva 《Russian Journal of Organic Chemistry》2009,45(12):1829-1833
New procedures have been developed for the synthesis of α-(2-formyl-1H-pyrrol-1-yl)-substituted carboxylic acids, α-(2-R-aminomethyl-1H-pyrrol-1-yl)-substituted carboxylic acids, and 1,2-dihydropyrrolo-[1,2-a]pyrazin-3(4H)-ones on the basis of furfurol and α-amino acids. 相似文献
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Mokrov G. V. Likhosherstov A. M. Lezina V. P. Gudasheva T. A. Bushmarinov I. S. Antipin M. Yu. 《Russian Chemical Bulletin》2010,59(6):1254-1266
The reactions of methyl α-(2-formyl-1H-pyrrol-1-yl)carboxylates with N-substituted aliphatic 1,2-, 1,3-, and 1,4-diamines afford new pyrrole-containing heterocyclic systems: 1,2,3,10b-tetrahydroimidazo[1,2-a]pyrrolo[2,1-c]pyrazin-5(6H)-ones, 1,3,4,11b-tetrahydro-2H-pyrrolo[2′,1′:3,4]pyrazino[1,2-a]pyrimidin-6(7H)-ones, and 1,2,3,4,5,12b-hexahydro-pyrrolo[2′,1′:3,4]pyrazino[1,2-a][1,3]diazepin-7(8H)-ones. The reduction of these compounds with different reagents was studied. 相似文献
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G. V. Mokrov A. M. Likhosherstov V. P. Lezina T. A. Gudasheva I. S. Bushmarinov M. Yu. Antipin 《Russian Chemical Bulletin》2011,60(8):1694-1702
Reactions of methyl 2-(2-formyl-1H-pyrrol-1-yl)alkanoates with unsubstituted aliphatic 1,2-, 1,3-, and 1,4-diamines gave N-unsubstituted pyrrolo[2,1-c]-1,3-diazacycloalkano[1,2-a]-pyrazinones. Some of them show ring-chain tautomerism. Transformations of these compounds led to a number of novel heterocyclic systems: 2,10-dihydro-3H,5H-imidazo[1,2-a]-pyrrolo[1,2-d]pyrazines, 2,3,4,11-tetrahydro-6H-pyrrolo[1??,2??:4,5]pyrazino[1,2-a]pyrimidines, 1,2,3,5,6,10b-hexahydroimidazo[1,2-a]pyrrolo[2,1-c]pyrazines, 1,3,4,6,7,11b-hexahydro-2H-pyrrolo[2??,1??:3,4]pyrazino[1,2-a]pyrimidines, and 2,3,4,5,6,7-hexahydro-1H-pyrrolo[2,1-c]-[1,4,7]triazacycloundecin-8(9H)-one. 相似文献
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G. V. Grishina V. M. Potapov T. A. Gudasheva S. A. Abdulganeeva 《Chemistry of Heterocyclic Compounds》1985,21(10):1132-1136
The fundamental possibility of carrying out the asymmetric synthesis of 4-piperidones on the basis of the transamination of 1-substituted 2-methyl-4-piperidone methiodides by optically active -phenylethylamine was demonstrated; the optical yield of the asymmetric transamination is 50%. The occurrence of asymmetric synthesis was confirmed by the isolation of enantiomers of 2-methyl-4-piperidol by reduction of the individual diastereomers of 1--phenyl-ethyl-2-methyl-4-piperidone to the corresponding 4-piperidols with subsequent removal of the chiral substituent attached to the nitrogen atom.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1378–1382, October, 1985. 相似文献
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Asymmetric synthesis and absolute configuration of 1-α-phenylethyl-2,5-dimethyl-4-piperidone isomers
G. V. Grishina V. M. Potapov S. A. Abdulganeeva T. A. Gudasheva A. A. Karapetyan A. A. Espenbetov Yu. T. Struchkov 《Chemistry of Heterocyclic Compounds》1986,22(12):1327-1333
Reaction of the methyl iodide of trans-1,2,5-trimethyl-4-piperidone with S--phenylethylamine proceeds asymmetrically and leads in 66% optical yield to the formation of the cis- and trans-diastereomeric pair of 1-(-phenylethyl)-2,5-dimethyl-4-piperidone, in which the new asymmetric centers possess the 2S,5S- and 2S,5R-configurations, respectively. According to x-ray structural analysis, the minor trans-1-(-phenylethyl)-2,5-dimethyl-4-piperidone component possesses the 2R,5S-configuration. The occurrence of asymmetric synthesis accompanying transamination was confirmed via the preparation of enantiomers of trans-2,5- and trans-1,2,5-trimethyl-4-piperidones.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1641–1648, December, 1986. 相似文献
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A new method for the asymmetric synthesis of cycloalkano-2,3-piperid-4-ols by the reaction of a number of chiral enamino ketones with sodium borohydride is proposed. It is shown that the reduction proceeds via 1,4-hydride addition and leads to the formation of primarily one diastereomeric pair of cycloalkano-2,3-piperidols and their dehydration products. The asymmetric synthesis was confirmed by the production of optically active nitrogen-unsubstituted cycloalkano-2,3-piperid-4-ols when the chiral substituent was removed.Communication 49 from the series Stereochemical Studies. See [1] for Communication 48.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 101–104, January, 1980. 相似文献
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T. A. Gudasheva 《Russian Chemical Bulletin》2015,64(9):2012-2021
Two original technologies for dipeptide drug development are described. Both are based on the theoretical idea about major role of the central dipeptide fragment of polypeptide chain β-turn in the peptide–receptor interaction. The first technology named Drug-Based Peptide Design includes movement from the structure of a known non-peptide drug toward its topological peptide analog, usually coinciding with the central region of the β-turn. The other technology represents movement from the β-turn of the regulatory peptide or protein to its dipeptide mimetic. This theoretical view is illustrated by examples of discovery of endogenous peptide prototypes of the well-known non-peptide drugs Piracetam and Sulpiride. The development of highly effective, non-toxic, orally administrable dipeptide drugs such as Noopept and Dilept with nootropic and neuroleptic activities, respectively, as well as dipeptide anxyolytic GB-115 and dipeptide anti-stroke drug candidate GK-2 on the basis of this approach is described. 相似文献
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