Syntheses of pyrazole iso-C-nucleosides

Authors
Michalik, D Peseke, K
Citation
D. Michalik et K. Peseke, Syntheses of pyrazole iso-C-nucleosides, J CARB CHEM, 19(8), 2000, pp. 1049-1057
Citations number
18
Categorie Soggetti
Chemistry & Analysis
Journal title
JOURNAL OF CARBOHYDRATE CHEMISTRY
ISSN journal
07328303 → ACNP
Volume
19
Issue
8
Year of publication
2000
Pages
1049 - 1057
Database
ISI
SICI code
0732-8303(2000)19:8<1049:SOPI>2.0.ZU;2-H
Abstract
3-O-Benzyl-6-deoxy-1,2-O-isopropylidene-alpha -D-xylo-hexofuranos-5-ulose ( I) and 3,6-dideoxy-1,2-O-isopropylidene-alpha -D-glycero-hex-3-enofuranos-5 -ulose (6) reacted with carbon disulfide and methyl iodide under basic cond itions to give the alpha -oxoketene-S,S-acetals 2 and 7, respectively. Trea tment of 2 and 7 with hydrazine hydrate yielded the pyrazole derivatives 3 and 8, respectively.