Benzyl 2-deoxy-2-(3,5-di-tert-butylsalicylamino)-α-d-glucopyranoside
✍ Scribed by Burkhardt, Anja ;Buchholz, Axel ;Görls, Helmar ;Plass, Winfried
- Publisher
- International Union of Crystallography
- Year
- 2007
- Tongue
- English
- Weight
- 194 KB
- Volume
- 63
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
The title compound, C 28 H 41 NO 6 , was obtained by reduction of benzyl 2-deoxy-2-(3,5-di-tert-butylsalicylideneamino)--dglucopyranoside. The benzyl substituent is in an axial position, whereas the 3,5-di-tert-butylsalicylamino substituent and the hydroxyl groups are in equatorial positions. The enantiomerically pure title compound is a potential O,N,O-chelate ligand suitable as a precursor for chiral transition metal complexes. The absolute configuration was determined by NMR experiments.
📜 SIMILAR VOLUMES
This paper reports the polycondensation of benzyl 2-amino-2-deoxy-a-o-glucopyranoside hydrochloride (1) with carbon dioxide using the triphenylphosphine/carbon tetrachlorideDBU system as a condensing agent to give poly(urethane) (2). The polycondensation of 1 with COz was carried out in DMF solvent
In the title compound, C 27 H 38 O 4 SSi, the furanose ring adopts a nearly perfect E 4 envelope conformation, while the sixmembered ring containing the Si atom exists in an approximate half-chair conformation. The conformation about the glycosidic linkage is that favored by the exo-anomeric effect.