Synthesis of 4,5,-bis(2',3',4',6'-tetra-0-acetyl-B-D-glucopyranosylthio)-1,3-dithiole-2-thione
A novel dithiole derivative containing a fully acetylated B-D-glucopyranose 3 was synthesized in 21.02 percent yield. The program of preparation involves the protection of the glucose unit via acetylation with sodium acetate in acetic anhydride at elevated temperature to produce a pentaacetylated gl...
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| Format: | text |
| Language: | English |
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Animo Repository
1998
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| Online Access: | https://animorepository.dlsu.edu.ph/etd_masteral/1925 https://animorepository.dlsu.edu.ph/cgi/viewcontent.cgi?article=8763&context=etd_masteral |
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| Institution: | De La Salle University |
| Language: | English |
| Summary: | A novel dithiole derivative containing a fully acetylated B-D-glucopyranose 3 was synthesized in 21.02 percent yield. The program of preparation involves the protection of the glucose unit via acetylation with sodium acetate in acetic anhydride at elevated temperature to produce a pentaacetylated glucopyranose 33. Subsequently, bromination in C-1' was achieved by adding HBr in acetic acid to compound 33. Finally, substitution of the acetylated glucose moiety in the 4 and 5 positions of a previously prepared zinc complex generated compound 3 through a Koennig Knorr type reaction. [Note: Diagram follows]. |
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