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- Title
Chromatography Free Synthesis of Reversed N-Triazole Nucleosides Starting from α-D-Galactopyranose using 1,3-Dipolar Cycloaddition Reactions.
- Authors
Aslam, Uroosa; Hashmi, Imran Ali; Javed, Muhammad Naveed; Muhammad, Shoaib; Nabeel, Muhammad; Bari, Ahmed; Ali, Firdous Imran
- Abstract
Summary: A chromatography free, four-step strategy has been developed to synthesize reversed N-nucleosides (4A-D) starting from a-D-galactopyranose. The triaozle moiety served as heterocyclic part of nucleoside was created via 1,3 dipolar cycloaddition reaction between sugar azide (1,2:3,4-di-O-isopropylidene-6-deoxy-6-azido-a-Dgalactopyranoside, 3) and terminal alkyne. Sugar azide 3 was obtained from 1,2:3,4-di-O-isopropylidene-6-tosyl-a-Dgalactopyranoside (2). Purification of products was carried out through solvent-solvent extraction and/or crystallization techniques. This is an example of click reaction. Some advantages of click reaction include mild reaction conditions, selectivity, efficiency and high yields.
- Subjects
RING formation (Chemistry); NUCLEOSIDES; CHROMATOGRAPHIC analysis; MOIETIES (Chemistry)
- Publication
Journal of the Chemical Society of Pakistan, 2024, Vol 46, Issue 2, p185
- ISSN
0253-5106
- Publication type
Article
- DOI
10.52568/001436/jcsp/46.02.2024