Studies on Nitro Sugars. VI. Synthesis of Methyl 2-Deoxy-2-nitro-α-D-glucopyranoside Derivatives

Oxidation of methyl 3-O-benzyl-4,6-O-benzylidene-2-oximino-α-D-arabino-hexopyranoside (5) with trifluoroperoxyacetic acid afforded in 76% yield the corresponding 2-nitro-glucopyranoside (6) which has a twist-boat conformation in chloroform.

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Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 48; no. 11; pp. 3413 - 3414
Main Authors Takamoto, Tetsuyoshi, Sudoh, Rokuro
Format Journal Article
LanguageEnglish
Published The Chemical Society of Japan 01.11.1975
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Summary:Oxidation of methyl 3-O-benzyl-4,6-O-benzylidene-2-oximino-α-D-arabino-hexopyranoside (5) with trifluoroperoxyacetic acid afforded in 76% yield the corresponding 2-nitro-glucopyranoside (6) which has a twist-boat conformation in chloroform.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.48.3413