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undergraduate thesis
L-askorbinska kiselina i njezini derivati
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2015. urn:nbn:hr:149:804769
Cazin, Ines
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

Cite this document

Cazin, I. (2015). L-askorbinska kiselina i njezini derivati (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:804769

Cazin, Ines. "L-askorbinska kiselina i njezini derivati." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2015. https://urn.nsk.hr/urn:nbn:hr:149:804769

Cazin, Ines. "L-askorbinska kiselina i njezini derivati." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2015. https://urn.nsk.hr/urn:nbn:hr:149:804769

Cazin, I. (2015). 'L-askorbinska kiselina i njezini derivati', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 29 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:804769

Cazin I. L-askorbinska kiselina i njezini derivati [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2015 [cited 2024 November 29] Available at: https://urn.nsk.hr/urn:nbn:hr:149:804769

I. Cazin, "L-askorbinska kiselina i njezini derivati", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2015. Available at: https://urn.nsk.hr/urn:nbn:hr:149:804769

Metadata
TitleL-askorbinska kiselina i njezini derivati
Title (english)L-Ascorbic acid and its derivatives
AuthorInes Cazin
MentorSilvana Raić-Malić (mentor)
Committee memberSilvana Raić-Malić (predsjednik povjerenstva)
Committee memberAndrijana Meščić (član povjerenstva)
Committee memberŠime Ukić (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2015-07-17, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Organic Chemistry
Abstract
Cilj ovog rada bila je regioselektivna sinteza 1,4-disupstituiranih-1,2,3-triazolnih derivata L-askorbinske kiseline (6−17) kao potencijalnih antitumorskih spojeva. U tu svrhu sintetizirani su derivati L-askorbinske kiseline 1, 2, 3 i 4 koji su ključni za sintezu azida L-askorbinske kiseline 5. 1,2,3-triazolni derivati L-askorbinske kiseline pripravljeni su reakcijom 1,3-dipolarne cikoladicije s Cu(I) kao katalizatorom. S ciljem dobivanja većeg sveukupnog iskorištenja ciljanih produkata, korištena su dva sintetska puta. Prvi put predstavljao je tandemsku reakciju prevođenja tosiliranog derivata L-askorbinske 4 u azid i 'klik' kemiju azida 4 u 1,4-disupstituirane-1,2,3-triazolne derivate L-askorbinske kiseline (6−17), dok se drugim putem provodila sinteza i izolacija svih navedenih spojeva. Strukture svih sintetiziranih spojeva potvrđene su 1H- i 13C-NMR spektroskopijom.
Abstract (english)
The aim of this work was the synthesis of 1,4-disubstituted 1,2,3-triazole derivatives of L-ascorbic acid (6−17) with potential antiproliferative activity using regioselective approach. For this purpose, L-ascorbic acid derivatives 1, 2, 3 and 4 required for the synthesis of L-ascorbic acid azide 5 were prepared by 1,3-dipolar cycloaddition reaction with Cu(I) as a catalyst. In order to obtain better overall yield of target compounds, two synthetic pathways were used. First pathway represented tandem reaction of tosylated L-ascorbic acid derivative 4 to azide derivative 5 and click chemistry of azide to 1,4-disubstituted 1,2,3-triazole derivatives of L-ascorbic acid (6−17), while other synthetic pathway involved synthesis and isolation of each above-mentioned product. The structures of all compounds have been confirmed by 1H- and 13C-NMR spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:804769
Study programmeTitle: Applied Chemistry - Undergraduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Environmental chemistry and green technologies
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
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Created on2016-09-20 12:52:13