Synthesis of new 1,2,3-triazolo-nucleoside analogues with 2-propargylamino pyrimidines via click reactions

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dc.contributor.authorAy E.
dc.date.accessioned2024-07-22T08:03:50Z
dc.date.available2024-07-22T08:03:50Z
dc.date.issued2023
dc.description.abstractIn this study, it was reported that twelve nucleoside analogues were synthesized by click reactions. The reactions were carried out between the azide derivatives of D-glucopyranose, D-galactopyranose, D-ribofuranose and 2-propargylamino pyrimidine derivatives (5 and 7) that are synthesized via a different route for the first time. In the first step, N-propargyl guanidine was obtained with the reaction of 1H-pyrazole-1-carboxamidine hydrochloride and propargyl amine, then condensation of N-propargyl guanidine and β-diketone (4 and 6) resulted in 2-propargylamino pyrimidines (5 and 7) for the first time in good yields (85%). Finally, click reactions were performed with azidosugars (8a-8f) and 2-propargylamino pyrimidine derivatives and produced twelve new nucleoside analogues in good yields. (9a-9f, 10a-10f, 65-73% yields). The chemical structures of the new derivatives were elucidated spectroscopic techniques, such as FT-IR, 1H NMR, 19F NMR, 13C NMR and TOF-ESI-MS. © 2022 Taylor & Francis Group, LLC.
dc.identifier.DOI-ID10.1080/15257770.2022.2118317
dc.identifier.issn15257770
dc.identifier.urihttp://akademikarsiv.cbu.edu.tr:4000/handle/123456789/12463
dc.language.isoEnglish
dc.publisherTaylor and Francis Ltd.
dc.subjectMagnetic Resonance Spectroscopy
dc.subjectNucleosides
dc.subjectPyrimidines
dc.subjectSpectroscopy, Fourier Transform Infrared
dc.subject1,2,3 triazole derivative
dc.subject2 [1' (2'',3'',4'',6'' tetra o acetyl beta d glucopyranosyl)1'h1',2',3' triazol 4' yl)] 2 n methyl 4',6' dimethyl]pyrimidine
dc.subject2 [1' beta d glucopyranosyl)1'h 1',2',3' triazol 4' yl)] 2 n methyl 4',6' dimethyl]pyrimidine
dc.subject2 [[1' (2'',3'',4'',6'' tetra o acetyl beta d galactopyranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine
dc.subject2 [[1' (2'',3'',4'',6'' tetra o acetyl beta d glucopyranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine
dc.subject2 [[1' (2'',3'',5'' tri o acetyl beta d ribofuranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromeythyl 6' methyl]pyrimidine
dc.subject2 [[1' (2'',3'',5'' tri o acetyl beta d ribofuranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4',6' dimethyl]pyrimidine
dc.subject2 [[1' (beta d galactopyranosyl) 1'h 1',2',3' triazol 4' yl] 2 n methyl 4',6' dimethyl]pyrimidine
dc.subject2 [[1' (beta d galactopyranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine
dc.subject2 [[1' (beta d glucopyranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine
dc.subject2 [[1' (beta d ribofuranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4' trifluoromethyl 6' methyl]pyrimidine
dc.subject2 [[1' (beta d ribofuranosyl)1'h 1',2',3' triazol 4' yl] 2 n methyl 4',6' dimethyl]pyrimidine
dc.subject2 [[1' /92'',3'',4'',6'' tetra o acetyl beta d galactopyranosyl) 1'h1',2',3' triazol 4' yl] 2 n methyl 4',6' dimethyl]pyrimidine
dc.subjectchloride
dc.subjectdiketone
dc.subjectnucleoside analog
dc.subjectpyrimidine derivative
dc.subjectunclassified drug
dc.subjectnucleoside
dc.subjectpyrimidine derivative
dc.subjectArticle
dc.subjectcarbon nuclear magnetic resonance
dc.subjectclick chemistry
dc.subjectcontrolled study
dc.subjectdrug synthesis
dc.subjectfluorine nuclear magnetic resonance
dc.subjectFourier transform infrared spectroscopy
dc.subjectproton nuclear magnetic resonance
dc.subjecttime of flight mass spectrometry
dc.subjectchemistry
dc.subjectinfrared spectroscopy
dc.subjectnuclear magnetic resonance spectroscopy
dc.titleSynthesis of new 1,2,3-triazolo-nucleoside analogues with 2-propargylamino pyrimidines via click reactions
dc.typeArticle

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