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  • Title: Facile synthesis of 1',2'-cis-beta-pyranosyladenine nucleosides.
    Author: Ando T, Shinohara H, Luo X, Kandeel M, Kitade Y.
    Journal: Carbohydr Res; 2007 Dec 10; 342(17):2641-8. PubMed ID: 17850775.
    Abstract:
    1',2'-cis-beta-Glycosyladenine nucleosides, such as beta-altroside, beta-mannoside, and beta-idoside, were efficiently synthesized from the corresponding 1',2'-trans-beta-6-chloropurine derivatives, beta-glucoside, and beta-galactoside. Nucleophilic substitution of the O-trifluoromethanesulfonyl groups at the C-2' and/or 3' was carried out using tetrabutylammonium acetate or cesium acetate under mild conditions. Subsequent deprotection and amidation afforded the desired compounds, 1',2'-cis-beta-pyranosyladenine nucleosides.
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