Cyclodehydration of 3-( d- manno-pentitol-1-yl)pyrazoles: Synthesis of 3-( d-arabinofuranosyl)pyrazoles

Several 3-( d- manno-pentitol-1-yl)pyrazoles were cyclodehydrated by treatment with boiling aqueous 10% trifluoroacetic acid. The products were α,β-mixtures of 3-( d-arabinofuranosyl)pyrazoles in which the β anomer was the major component. The structures and configurations of these C-nucleoside anal...

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Bibliographic Details
Published in:Carbohydrate research 1990-07, Vol.201 (2), p.233-240
Main Authors: Gómez-guillén, Manuel, Lassaletta-Simon, José María, Martín-Zamora, María Eloísa, Robina, Inmaculada
Format: Article
Language:English
Subjects:
Carbohydrates. Nucleosides and nucleotides
Chemistry
Exact sciences and technology
Nucleosides, nucleotides and oligonucleotides
Organic chemistry
Preparations and properties
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Summary:Several 3-( d- manno-pentitol-1-yl)pyrazoles were cyclodehydrated by treatment with boiling aqueous 10% trifluoroacetic acid. The products were α,β-mixtures of 3-( d-arabinofuranosyl)pyrazoles in which the β anomer was the major component. The structures and configurations of these C-nucleoside analogues were assigned on the basis of their analytical and spectral data, and those of the triacetates.
ISSN:0008-6215
1873-426X
DOI:10.1016/0008-6215(90)84239-Q