20.500.12556/RUL-169455 O-Karbamat kot usmerjajoča skupina za pripravo devteriranih heteroaromatskih spojin O-Carbamate as a directing group for the preparation of deuterated heteroaromatic coumpounds V sklopu magistrskega dela smo pripravili serijo (hetero)aromatskih O-karbamatov iz pripadajočih hidroksi(hetero)aromatov. V naboru spojin smo raziskovali sintezo O-karbamatov z elektronsko-bogatimi obroči, kot tudi z elektronsko-revnimi. Sintetizirane heteroaromatske O-karbamate smo poskušali izotopsko označiti z devterijem z uporabo litijevih baz in D$_2$O, kot virom devterija, pri čemer smo uporabili karbamatno skupino kot usmerjajočo skupino za orto-devteriranje. Ugotovili smo, da večino substratov lahko uspešno in selektivno izotopsko označimo. Metodo devteriranja smo prenesli na večjo organsko spojino, ki predstavlja vmesno stopnjo pri sintezi protirakave učinkovine momelotinib, katero smo tudi uspešno izotopsko označili. In the scope of this Master's thesis, a range of (hetero)aromatic O-carbamates were prepared from their corresponding hydroxy(hetero)aromatics. O-Carbamates of electron-rich and electron-deficient systems were synthesised. These compounds were isotopically labelled with the use of lithium bases and D$_2$O as a source of deuterium. In this step, the carbamate group functioned as a directing group for ortho-deuteration. It was found that most of the starting O-carbamates were successfully labelled under these conditions. The deuteration was also successfully performed on a larger molecule, which represents an intermediate in the synthesis of the anti-cancer drug momelotinib. O-Karbamat usmerjajoča skupina heteroaromatsk spojine izotopsko označevanje momelotinib O-Carbamate directing group heteroaromatic compounds isotope labelling momelotinib true false false Slovenski jezik Angleški jezik Magistrsko delo/naloga 2025-05-29 08:25:01 2025-05-29 08:25:06 2025-05-30 04:20:08 0000-00-00 00:00:00 2025 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 25345 237674499 Orazem_Ziga_-_O-Karbamat_kot_usmerjajoca_skupina_za_pripravo_devteriranih_heteroaromatskih_spoji.pdf Orazem_Ziga_-_O-Karbamat_kot_usmerjajoca_skupina_za_pripravo_devteriranih_heteroaromatskih_spoji.pdf 1 B8BE6839BBEC3E9795C320C2DD249702 a6f0efd05c4b14e4b8c266c2e053875b0ad3786f11194177777480bd34b3aac6 5d40db18-3c54-11f0-b232-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=210832 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0