The title 1,3-anhydro sugar (10) was obtained as crystals by the ring closure of 3-O-acetyl-2,4di-O-benzyl-a,[3-L-arabinopyranosyl chloride (9) which was prepared from methyl fl-Larabinopyranoside via a sequence of reactions involving initial selective 3-O-allylation. Methanolysis of 10 gave 1,3-c/s
ChemInform Abstract: Synthesis, Conformation and Glycosylation Reaction of Substituted 2,6- Dioxabicyclo(3.1.1)heptanes: 1,3-Anhydro-2,4-di-O-benzyl-α-L- arabinopyranose.
✍ Scribed by Y. DU; F. KONG
- Book ID
- 112027064
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 35 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0931-7597
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📜 SIMILAR VOLUMES
Removal of the isopropylidene group under mild acidic conditions gave methyl 4-O-benzyl-6-deoxy-a-L-talopyranoside (3). Treatment of the dibutylstannylene derivative of compound 3 with benzyl bromide (2 equiv) and tetrabutylammonium bromide (1 equiv) in toluene afforded the 2-O-benzyl derivative 4 i
Synthesis and Glycosidic Coupling Reaction of Substituted 2,6-Dioxabicyclo[3.1.1]heptanes: 1,3-Anhydro-2-azido-4,6-di-O-benzyl-2deoxy-β-D-mannopyranose. -The title sugar (VII) is synthesized via the key intermediate (VI) starting from glucopyranoside (I). Anhydrosugar (VII) is quite reactive: ring-
A rationale for the study of 1,3-anhydroglycopyranoses was given previously in an article that described the synthesis of 1,3-anhydro-L-rhamnopyranose derivatives'. Earlier, 1 ,3-anhydro-D-gh.tco-2~3 and -manno-pyranose4.5 derivatives had been reported by Schuerch and collaborators. In the present c