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

✍ Scribed by Manuel Gómez-guillén; José María Lassaletta-Simon; María Eloísa Martín-Zamora; Inmaculada Robina


Book ID
102994771
Publisher
Elsevier Science
Year
1990
Tongue
English
Weight
578 KB
Volume
201
Category
Article
ISSN
0008-6215

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✦ Synopsis


Several 3-(D-manno-pentitol-I-yl)pyrazoles were cyclodehydrated by treatment with boiling aqueous 10% trifluoroacetic acid. The products were a&mixtures of 3-(D-arabinofuranosyI)pyrazoles in which the /3 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.


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Synthesis of 3-(d-lyxofuranosyl)pyrazole
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New 3-(D-gafucto-pentitol-I-yl)pyrazole derivatives have been obtained by the reaction of Dgalactose hydrazones and nitroalkenes. Cyclodehydration of the I-methyl-3-(D-galacto-pentitol-l-yl)pyrazoles in trifluoroacetic acid at room temperature afforded good yields of 3-(r-D-lyxofuranosyl)-l-methyl d

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