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

Scollan, Alexander (2021) Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines. PhD thesis, University of Nottingham.

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Abstract

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.

Item Type: Thesis (University of Nottingham only) (PhD)
Supervisors: Denton, Ross
Keywords: 5-methyl-2'-deoxycytidine, Perfluoroalkylation
Subjects: Q Science > QD Chemistry > QD241 Organic chemistry
Faculties/Schools: UK Campuses > Faculty of Science > School of Chemistry
Item ID: 64472
Depositing User: Scollan, Alexander
Date Deposited: 11 May 2021 14:23
Last Modified: 11 May 2021 14:23
URI: http://eprints.nottingham.ac.uk/id/eprint/64472

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