Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines

Chapter one describes efficient syntheses of an array of 5-methyl-2’-deoxycytidine nucleoside analogues, designed to target the TET family of enzymes. Prepared compounds were tested on a cytotoxicity assay against several different cell lines and a highly toxic difluorinated compound was discovered....

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Main Author: Scollan, Alexander
Format: Thesis (University of Nottingham only)
Language:English
Published: 2021
Subjects:
Online Access:https://eprints.nottingham.ac.uk/64472/
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author Scollan, Alexander
author_facet Scollan, Alexander
author_sort Scollan, Alexander
building Nottingham Research Data Repository
collection Online Access
description Chapter one describes efficient syntheses of an array of 5-methyl-2’-deoxycytidine nucleoside analogues, designed to target the TET family of enzymes. Prepared compounds were tested on a cytotoxicity assay against several different cell lines and a highly toxic difluorinated compound was discovered. One compound was additionally prepared in the phosphoramidite form for solid phase DNA synthesis. Chapter two explores the synthesis of perfluoroalkyl amines. A highly successful catalyst-free method of fluoroalkylation was achieved mediated by phenylsilane and is able to prepare primary, secondary and tertiary 1,1-dihydroperfluoroalkylamines, imines and anilines in a catalyst free procedure with a generalised set of conditions, to prepare compounds containing between five and twenty-three fluorine atoms.
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format Thesis (University of Nottingham only)
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institution University of Nottingham Malaysia Campus
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language English
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spelling nottingham-644722025-02-28T15:11:12Z https://eprints.nottingham.ac.uk/64472/ Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines Scollan, Alexander Chapter one describes efficient syntheses of an array of 5-methyl-2’-deoxycytidine nucleoside analogues, designed to target the TET family of enzymes. Prepared compounds were tested on a cytotoxicity assay against several different cell lines and a highly toxic difluorinated compound was discovered. One compound was additionally prepared in the phosphoramidite form for solid phase DNA synthesis. Chapter two explores the synthesis of perfluoroalkyl amines. A highly successful catalyst-free method of fluoroalkylation was achieved mediated by phenylsilane and is able to prepare primary, secondary and tertiary 1,1-dihydroperfluoroalkylamines, imines and anilines in a catalyst free procedure with a generalised set of conditions, to prepare compounds containing between five and twenty-three fluorine atoms. 2021-03-15 Thesis (University of Nottingham only) NonPeerReviewed application/pdf en cc_by https://eprints.nottingham.ac.uk/64472/1/Alex%20Scollan%20Thesis_Corrections.pdf Scollan, Alexander (2021) Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines. PhD thesis, University of Nottingham. 5-methyl-2'-deoxycytidine Perfluoroalkylation
spellingShingle 5-methyl-2'-deoxycytidine
Perfluoroalkylation
Scollan, Alexander
Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines
title Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines
title_full Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines
title_fullStr Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines
title_full_unstemmed Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines
title_short Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines
title_sort synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and perfluoroalkylation reactions of amines
topic 5-methyl-2'-deoxycytidine
Perfluoroalkylation
url https://eprints.nottingham.ac.uk/64472/