Synthesis and Structural Studies of Anomeric 2,3,4,6-Tetra-O-acetyl-5-thio-D-glucopyranosyl Azides. -Two alternative routes for the synthesis of both anomers of the title compound (II)/(III) are given. Both methods are comparable in yield but the route starting from glucopyranosyl bromide (I) is pr
Sulfuric acid-catalyzed acetolysis of anomeric ethyl 2,3,4,6-tetra-O-acetyl-d-glucopyranosides: kinetics and mechanism
✍ Scribed by Józef Kaczmarek; Magda Preyss; Harri Lönnberg; Janusz Szafranek
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 569 KB
- Volume
- 279
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
Kinetics of the acetolysis
and concomitant anomerization of ethyl 2,3,4,6-tetra-Gacetyl-a-and -@-D-ghxopyranosides in a mixture of acetic anhydride, acetic acid, and sulfuric acid have been studied. The progress of the reactions was followed by gas chromatography, and the rate constants of the partial reactions were calculated on the basis of the time-dependent product distributions obtained. The mechanisms of the reactions are discussed.
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