β-Ribo- and α-arabinonucleosides containing the 1,2-benzisoxazole and 1,2-benzisothiazole rings

Autor:	Kiyotaka Yoshii, Tarozaemon Nishiwaki, Yoshihiro Ohba
Rok vydání:	1993
Předmět:	Bicyclic molecule Chemistry Organic Chemistry Benzisoxazole Nuclear magnetic resonance spectroscopy Carbon-13 NMR Ribonucleoside Medicinal chemistry Chloride chemistry.chemical_compound medicine Nucleoside Derivative (chemistry) medicine.drug
Zdroj:	Journal of Heterocyclic Chemistry. 30:141-144
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570300125
Popis:	The reaction of the silylated base of 1,2-benzisoxazol-3(2H)-one (1) and its 7-methyl derivative 5 and 5-methyl-1,2-benzisothiazol-3(2H)-one (9), respectively, with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose followed by basic deprotection gave the corresponding β-D-ribonucleosides, and the silylated base of 1, when treated with 1-O-acetyl-2,3,5-tri-O-benzoyl-α-D-arabinofuranose in the presence of stannic chloride, afforded the corresponding α-arabinonucleoside. Structural proofs of these nucleosides are provided from elemental analyses and 1 H and 13 C nmr spectra
Databáze:	OpenAIRE
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