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undergraduate thesis
Praćenje udjela produkata u reakciji N-ferocenoiliranja C-5 derivata uracila uporabom ¹H-NMR spektroskopije
Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology, 2021. urn:nbn:hr:159:409240
Kozarac, Ana
University of Zagreb
Faculty of Food Technology and Biotechnology
Department of Chemistry and Biochemistry
Laboratory for Organic Chemistry

Institutional repository: Repository of the Faculty of Food Technology and Biotechnology

Cite this document

Kozarac, A. (2021). Praćenje udjela produkata u reakciji N-ferocenoiliranja C-5 derivata uracila uporabom ¹H-NMR spektroskopije (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:159:409240

Kozarac, Ana. "Praćenje udjela produkata u reakciji N-ferocenoiliranja C-5 derivata uracila uporabom ¹H-NMR spektroskopije." Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2021. https://urn.nsk.hr/urn:nbn:hr:159:409240

Kozarac, Ana. "Praćenje udjela produkata u reakciji N-ferocenoiliranja C-5 derivata uracila uporabom ¹H-NMR spektroskopije." Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2021. https://urn.nsk.hr/urn:nbn:hr:159:409240

Kozarac, A. (2021). 'Praćenje udjela produkata u reakciji N-ferocenoiliranja C-5 derivata uracila uporabom ¹H-NMR spektroskopije', Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, accessed 30 June 2024, https://urn.nsk.hr/urn:nbn:hr:159:409240

Kozarac A. Praćenje udjela produkata u reakciji N-ferocenoiliranja C-5 derivata uracila uporabom ¹H-NMR spektroskopije [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology; 2021 [cited 2024 June 30] Available at: https://urn.nsk.hr/urn:nbn:hr:159:409240

A. Kozarac, "Praćenje udjela produkata u reakciji N-ferocenoiliranja C-5 derivata uracila uporabom ¹H-NMR spektroskopije", Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, Zagreb, 2021. Available at: https://urn.nsk.hr/urn:nbn:hr:159:409240

Metadata
TitlePraćenje udjela produkata u reakciji N-ferocenoiliranja C-5 derivata uracila uporabom ¹H-NMR spektroskopije
Title (english)Monitoring the product content in N-ferrocenoylation reaction of C-5 uracil derivatives using ¹H-NMR spectroscopy
AuthorAna Kozarac
MentorJasmina Lapić (mentor)
GranterUniversity of Zagreb
Faculty of Food Technology and Biotechnology
(Department of Chemistry and Biochemistry)
(Laboratory for Organic Chemistry)
Zagreb
Defense date and country2021-09-08, Croatia
Scientific / art field,
discipline and subdiscipline		BIOTECHNICAL SCIENCES
Food Technology
Abstract
Nukleozidi i njihovi analozi imaju značajnu ulogu u otkrivanju i razvoju lijekova zbog svojih izuzetnih kemoterapijskih aktivnosti, stoga je sintetizirano niz strukturno različitih nukleozida. Prisutnost više nukleofilnih mjesta u nukleobazama sa sličnom reaktivnošću u reakciji N-alkiliranja i N-aciliranja daje smjesu produkata s niskom regioselektivnošću. Slijedom toga u okviru ovog završnog rada praćena je regioselektivnost N-ferocenoiliranja C-5 derivata uracila uporabom ¹H-NMR spektroskopije. Aciliranje baze provodi se ferocenoil kloridom u acetonitrilu uz deprotonirajući reagens trietilamin, pri čemu kao produkt nastaje smjesa N1- i N1/N3-izomera čiji udio ovisi o samom supstituentu na uracilu.
Abstract (english)
Nucleosides and their analogues play a significant role in drug discovery and development due to their exceptional chemotherapeutic activities, therefore a number of structurally different nucleosides have been synthesized. The presence of multiple nucleophilic sites in nucleobases with similar reactivity in the N-alkylation and N-acylation reaction gives a mixture of products with low regioselectivity. In this thesis the regioselectivity of N-ferrocenoylation of C-5 uracil derivatives was monitored using ¹H-NMR spectroscopy. The acylation of the base is carried out with ferrocenoyl chloride in acetonitrile with the deprotonating reagent triethylamine, and the product is a mixture of N1- and N1/N3-isomers, the proportion of which depends on the substituent on uracil.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:159:409240
Study programmeTitle: Food Technology
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka prehrambene tehnologije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka prehrambene tehnologije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence Attribution-NoDerivatives 4.0 International (CC BY-ND 4.0) icon
Created on2021-09-27 09:19:46