Anellation and Ring Transformations of Push-pull-functionalized Deoxypyranosiduloses

Reaction of (E)-3-aminomethylene-α-D-erythro-hexopyranosid-2-ulose 5 with substituted 5- aminopyrazoles afforded the pyrano-anellated pyrazolo[1,5-a]pyrimidines 8. The treatment of the corresponding (E)-2-aminomethylene-α-D-erythro-hexopyranosid-3-ulose 6 with 5-aminopyrazoles and (benzimidazol-2-yl...

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Bibliographic Details
Published in:Zeitschrift für Naturforschung B
Main Authors: Kordian, Marcus, Feist, Holger, Peseke, Klaus
Format: Article in Journal/Newspaper
Language:English
Published: Walter de Gruyter GmbH 2009
Subjects:
Online Access:http://dx.doi.org/10.1515/znb-2009-0613
https://www.degruyter.com/view/journals/znb/64/6/article-p676.xml
https://www.degruyter.com/document/doi/10.1515/znb-2009-0613/xml
https://www.degruyter.com/document/doi/10.1515/znb-2009-0613/pdf
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Summary:Reaction of (E)-3-aminomethylene-α-D-erythro-hexopyranosid-2-ulose 5 with substituted 5- aminopyrazoles afforded the pyrano-anellated pyrazolo[1,5-a]pyrimidines 8. The treatment of the corresponding (E)-2-aminomethylene-α-D-erythro-hexopyranosid-3-ulose 6 with 5-aminopyrazoles and (benzimidazol-2-yl)acetonitrile yielded in a ring transformation process the D-erythronoyl-pyrazolo[ 1,5-a]pyrimidine-3-carbonic acid derivatives 10 and D-erythronoyl-pyrido[1,2-a]benzimidazole- 4-carbonitrile (12), respectively