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Synthesis of 3-amino-2,3,6-trideoxy-d-ribo-hexose hydrochloride

✍ Scribed by Derek Horton; Wolfgang Weckerle

Book ID
108308507
Publisher
Elsevier Science
Year
1976
Tongue
English
Weight
676 KB
Volume
46
Category
Article
ISSN
0008-6215

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L-Decilonitrose2 (1, 2,3,6-trideoxy-3-C-methyl-3-nitro-L-ribo-hexose) is the latest methyl-branched nitro sugar to be found as an antibiotic component. Other members of this novel group of sugars are L-evernitrose3 (2, from the evernino-micins4), D-rubranitrose5 (3, from rubradirin6), and D-kijanos

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As part of a study of the effects of sugar analogs on glycoprotein biosynthesis'V2, it was necessary to prepare 3-deoxy-D-ribo-hexose (4) and 3-deoxy-D-arabino-hexose (5). Several satisfactory syntheses of these deoxy sugars have been reported3-7. For example, 3-deoxy-D-Cbo-hexose may be obtained by