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The Quaternization Reaction of 5-O-Sulfonates of Methyl 2,3-o-Isopropylidene-β-D-Ribofuranoside with Selected Heterocyclic and Aliphatic Amines
Abstract
The synthesis of N-((methyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside)-5-yl) ammonium salts are presented. To determine the effect of the nucleophile type and outgoing group on the quaternization reaction, selected aliphatic and heterocyclic aromatic amines reacted with: methyl 2,3-O-isopropylidene-5-O-tosyl-β-D-ribofuranoside or methyl 2,3-O-isopropylidene-5-O-mesyl-β-D -ribofuranoside or methyl 2,3-O-isopropylidene-5-O-triflyl-β-D-ribofuranoside were performed on a microscale. High-resolution 1H- and13C-NMR spectral data for all new compounds were recorded. Additionally, the single-crystal X-ray diffraction analysis for methyl 2,3-O-isopropylidene-5-O-mesyl-β-D-ribofuranoside and selected in silico interaction models are reported
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Authors (5)
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Barbara Dmochowska
-
Justyna Samaszko-Fiertek
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Janusz Madaj
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- Category:
- Articles
- Type:
- artykuły w czasopismach
- Published in:
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MOLECULES
no. 25,
pages 2161 - 2173,
ISSN: 1420-3049 - Language:
- English
- Publication year:
- 2020
- Bibliographic description:
- Dmochowska B., Ślusarz R., Chojnacki J., Samaszko-Fiertek J., Madaj J.: The Quaternization Reaction of 5-O-Sulfonates of Methyl 2,3-o-Isopropylidene-β-D-Ribofuranoside with Selected Heterocyclic and Aliphatic Amines// MOLECULES -Vol. 25,iss. 9 (2020), s.2161-2173
- DOI:
- Digital Object Identifier (open in new tab) 10.3390/molecules25092161
- Verified by:
- Gdańsk University of Technology
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