The synthesis of D-glycero-L-altro-heptose, D-glycero-L-allo-heptose, AND meso-glycero-altro-hepitol

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DOIResolve DOI: http://doi.org/10.1139/v66-006
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TypeArticle
Journal titleCanadian Journal of Chemistry
ISSN0008-4042
Volume44
Issue1
Pages3236; # of pages: 5
AbstractCondensation of D-talose with nitromethane in alkaline methanol gave the corresponding epimeric 1-deoxy-1-nitroheptitols which were converted into D-glycero-L-altro-heptose and D-glycero-L-allo-heptose (1.5:1) in 44% yield. Reduction of D-glycero-L-altro-heptose with sodium borohydride gave the hitherto unknown meso-glycero-altro-heptitol. The gas–liquid chromatography retention times of the 10 geometrically isomeric heptitol heptaacetates were determined. These data provide the necessary information for the key step in a procedure for the rapid identification of an unknown heptose.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada
Peer reviewedYes
NRC number8730
NPARC number21274526
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Record identifierc62a2d4a-7843-476c-8022-ea3f827981e4
Record created2015-03-16
Record modified2016-05-09
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