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5-Thiopyranoses. Part 11. Isopropylidene acetals of 5-thio-D-glucose, 5-thio-D-allose, and 5-thio-D-altrose and some of their methyl glycosides

โœ Scribed by Al-Masoudi, Najim A. L.; Hughes, Neil A.


Book ID
121457898
Publisher
Royal Society of Chemistry
Year
1987
Weight
973 KB
Category
Article
ISSN
1472-7781

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๐Ÿ“œ SIMILAR VOLUMES


Synthesis of 5-thio-d-allose and the met
โœ Najim A.L. Al-Mosoudi; Neil A. Hughes ๐Ÿ“‚ Article ๐Ÿ“… 1986 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 895 KB

ABSTRAm 5,6-Anhydro-1,2-0-isopropylidene-3-O-methanesulphonyl-a-~-idofuranose was converted, via the related gZucod$-episulphide, into 6-0-acetyl-5-S-acetyl-1,2-O-isopropylidene-3-O-methanesulphonyl-5-thio-at-D-glucofuranose (9). Replacement of the acetyl groups of 9, or the related 3-toluene-p-sulp

Synthesis of 5-thio-d-altrose and some o
โœ Najim A.L. Al-Masoudi; Neil A. Hughes ๐Ÿ“‚ Article ๐Ÿ“… 1986 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 865 KB

Acid-catalysed methanolysis of 6-0-acetyl-5-S-acetyl-1,2-O-isopropylidene-5-thio-3-0-toluene-p-sulphonyl-a-D-glucofuranose gave the methyl 5-thio-3-0toluene-p-sulphonyl-a-and -/3-D-glucopyranosides (5). Treatment of 5 with acidified 2,2-dimethoxypropane and then sodium methoxide gave the methyl 2,3a