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Modulární metodiky pro přípravu různých aryl C-2'-deoxyribonukleosidů
Joubert, Nicolas ; Bárta, Jan ; Urban, Milan ; Hocek, Michal
A modular methodology for the syntheses of various substituted aryl C-2´-deoxyribonucleosides has been developed. In each series, a larger scale synthesis of a versatile halogenated C-nucleoside intermediate has been accomplished, followed by its use for a generation of diverse derivatives by displacement of the halogen for alkyl, aryl or amino substituents by cross-coupling or amination reactions. Subsequent deprotection gave the final desired C-2´-deoxyribonucleosides. This methodology has been applied for the development of modular syntheses of 4- or 3-substituted benzene C-nucleosides, 6-substituted pyridin-2-yl C-nucleosides, 6-substituted pyridin-3-yl C-nucleosides and 5-substituted thiophen-2-yl C-nucleosides.
Nový přístup k syntéze C-deoxyribosidů vycházející z C-alkynyldeoxyribosidů
Novák, P. ; Hocek, Michal ; Kotora, Martin
Various C-aryldeoxyribosides were conveniently prepared from the C-alkynyldeoxyribosides in good yields. The underlying strategy is based on [2+2+2]-cyclotrimerization catalyzed by rhodium and ruthenium complexes. The reaction could be carried out under ambient conditions or microwave irradiation depending on the degree of substitution.
Purinové báze a nukleosidy nesoucí funkcionalizované C-substituenty v pozici 6. Syntéza a biologická aktivita
Hocek, Michal ; Šilhár, Peter ; Kuchař, Martin ; Hasník, Zbyněk ; Bambuch, Vítězslav
Purine bases and nucleosides bearing diverse functionalized C-substituents have been prepared either via cross-coupling reactions of 6-halopurines with protected functionalized organometallic reagents or via conjugate additions of nucleophiles to 6-vinyl- or 6-ethynylpurines. Other types of substituents have been prepared by further functional group transformations of 6-(mesyloxymethyl)purines. Systematic biological activity screening revealed several new types of cytostatic and anti-HCV purine nucleosides.
Chemie složek nukleových kyselin
Hocek, Michal
This symposium covered latest developments in organic, medicinal and physical chemistry, biochemistry and chemical biology of nucleic acids and their components.
Regioselektivní cross-coupling reakce v syntéze multisubstituovaných purinových bází a nukleosidů
Hocek, Michal ; Hocková, Dana
Regioselective cross-coupling reactions of di- and trihalopurines were studied and used in the synthesis of modified purine bases and nucleosides.
Syntéza (purin-6-yl)aminokyselin
Čapek, Petr ; Hocek, Michal
New (purin-6-yl)amino acids were prepared by cross-coupling reactions.
Syntézy a transformace 6-(hydroxymethyl)purinů
Šilhár, Peter ; Pohl, Radek ; Votruba, Ivan ; Hocek, Michal
6-(Hydroxymethyl)purines were prepared by cross-coupling reactions of ž-halopurines with acyloxymethylzinc and were subsequently transformed to 6-(fluoromethyl)purines.
Studie směřující k novému způsoby přípravy C-nukleosidů
Štambaský, J. ; Kočovský, P. ; Hocek, Michal
New synthesis of C-nucleosides using coupling and metahtesis.

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