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- W2291569301 abstract "Oxidation of methyl 4,6-0-benzylidene-3-deoxy-a-~-arabino-hexopyranoside (2) with methyl sulfoxide and acetic anhydride yielded methyl 4,6-0-benzylidene-3-deoxy-a-~-erythro-hexopyranosid--ulose (3) in an 80% yield. Reduction of the oximino derivative of 3 with lithium aluminium hydride in tetrahydrofuran or with diborane afforded, after acetylation, methyl 2-acetamido-4,6-0-benzylidene-2,3dideoxy-a-D-ribo-hexopyranoside (6) in a 44% yield. The latter was also debenzylidenated with aqueous acetic acid. In a parallel reaction, methyl 4,6-0-benzylidene-2,3-dideoxy-3-oximino-a-~-erythrohexopyranoside yielded mainly methyl 3-acetamido-4,6-O-benzylidene-2,3-dideoxy-a-~-arabino- (and a minor amount of the ribo-epimer)-hexopyranoside." @default.
- W2291569301 created "2016-06-24" @default.
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- W2291569301 date "1969-01-01" @default.
- W2291569301 modified "2023-09-23" @default.
- W2291569301 title "Aminodideoxy sugars. Methyl 3-acetamido-2,3-dideoxy-a-D-auabino- hexopyranoside and methyl 2-acetamido-2,3-dideoxy-a-D-vibo-hexopyranoside" @default.
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