| Autor: |
Pertel SS; Department of Organic Chemistry, National Taurida University, Crimea, Ukraine. orgchem@ccssu.crimea.ua, Chirva VY, Kadun AL, Kakayan ES |
| Jazyk: |
angličtina |
| Zdroj: |
Carbohydrate research [Carbohydr Res] 2000 Dec 01; Vol. 329 (4), pp. 895-9. |
| DOI: |
10.1016/s0008-6215(00)00237-8 |
| Abstrakt: |
The synthesis of 2-acylamino-2-deoxysugars 1,2-trans-glycosides is described via the oxazolinium salt generated from an O,N-acetylated 1,2-cis-glycosyl halide of 2-amino-2-deoxysugar under the conditions of halide-anion catalysis. This salt was then interacted with alcohol to form the corresponding 1,2-trans-glycoside. A method for removing the generated hydrogen chloride is described. The conditions of this synthesis allow glycosides with acid-labile functional groups to be obtained. Suppression of the anomerisation of 1,2-trans-glycosides was achieved by the introduction of N,N'-dicyclohexyl urea into the reaction medium. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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