prikaz prve stranice dokumenta Sinteza hibrida purina, pseudopurina i L-askorbinske kiseline s 1,2,3-triazolnom premosnicom
  Download
PDF 2.15 MB
undergraduate thesis
Sinteza hibrida purina, pseudopurina i L-askorbinske kiseline s 1,2,3-triazolnom premosnicom
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2017. urn:nbn:hr:149:171898
Prpić, Helena
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

Prpić, H. (2017). Sinteza hibrida purina, pseudopurina i L-askorbinske kiseline s 1,2,3-triazolnom premosnicom (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:171898

Prpić, Helena. "Sinteza hibrida purina, pseudopurina i L-askorbinske kiseline s 1,2,3-triazolnom premosnicom." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2017. https://urn.nsk.hr/urn:nbn:hr:149:171898

Prpić, Helena. "Sinteza hibrida purina, pseudopurina i L-askorbinske kiseline s 1,2,3-triazolnom premosnicom." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2017. https://urn.nsk.hr/urn:nbn:hr:149:171898

Prpić, H. (2017). 'Sinteza hibrida purina, pseudopurina i L-askorbinske kiseline s 1,2,3-triazolnom premosnicom', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 29 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:171898

Prpić H. Sinteza hibrida purina, pseudopurina i L-askorbinske kiseline s 1,2,3-triazolnom premosnicom [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2017 [cited 2024 November 29] Available at: https://urn.nsk.hr/urn:nbn:hr:149:171898

H. Prpić, "Sinteza hibrida purina, pseudopurina i L-askorbinske kiseline s 1,2,3-triazolnom premosnicom", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2017. Available at: https://urn.nsk.hr/urn:nbn:hr:149:171898

Metadata
TitleSinteza hibrida purina, pseudopurina i L-askorbinske kiseline s 1,2,3-triazolnom premosnicom
Title (english)Synthesis of purine, pseudopurine and L-ascorbic acid hybrids with a 1,2,3-triazole linker
AuthorHelena Prpić
MentorSilvana Raić-Malić (mentor)
Committee memberSilvana Raić-Malić (predsjednik povjerenstva)
Committee memberAndrijana Meščić Macan (član povjerenstva)
Committee memberŠime Ukić (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2017-07-14, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Organic Chemistry
Abstract
Cilj ovog rada bila je sinteza novih potencijalno biološki aktivnih hibrida purinskih izostera i L-askorbinske kiseline (15 – 19) povezanih preko 1,2,3-triazolne poveznice. U tu svrhu priređeni su N-propargilni purinski i pseudopurinski derivati (6 – 10), te 6-azido-2,3-O,O-dibenzil-L-askorbinska kiselina (14) višestupnjevitom sintezom. 1,4-disupstituirana 1,2,3-triazolna premosnice pripravljena je Cu(I) kataliziranom regioselektivnom 1,3-dipolarnom cikloadicijom 6-azido derivata L-askorbinske kiseline (14) i odgovarajućih terminalnih alkina purinskih izostera (6 – 10). Ciljani hibridi (15 – 19) pripravljeni su „click“ reakcijom potpomognutom ultrazvučnim (metoda A) i mikrovalnim (metoda B) zračenjem koristeći CuSO4 i Cu(0), kao izvor Cu(I) iona, te klasičnom sintezom primjenom Cu(OAc)2 u metanolu na sobnoj temperaturi (metoda C). Strukture svih priređenih spojeva potvrđene su 1H NMR, 13C NMR i MS spektroskopijom.
Abstract (english)
The aim of this work was the synthesis of novel biologically active of purines, pseudopurines and L-ascorbic acid hybrids (15 – 19) connected through 1,2,3-triazole linker. For this purpose, N-propargylated purine and pseudopurine derivatives (6 – 10) and 6-azido-2,3-O,O-dibenzyl-L-ascorbic acid (14) were prepared in a multistep syntheses. The 1,4-disubstituted 1,2,3-triazole spacer was synthesized using Cu(I)-catalyzed regioselective 1,3-dipolar cycloaddition reaction of 6-azido-L-ascorbic acid derivative (14) with the corresponding purine isostere terminal alkynes (6 – 10). The target hybrids (15 – 19) were prepared by ultrasound (method A) and microwave (method B) assisted “click” reactions using CuSO4 and Cu(0), as catalysts, as well as using classical synthetic protocol with Cu(OAc)2 in methanol (method C). The structures of all synthesized compounds were confirmed by 1H NMR, 13C NMR and MS spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:171898
Study programmeTitle: Applied Chemistry - Undergraduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Applied organic chemistry
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
Terms of useLicence In copyright icon
Created on2021-01-08 11:19:53