Étude structurale d'un C-glycoside insaturé; le tri-O-acétyl-3,4,6-désoxy-2-α-D-thréo-hexéno-2-pyrannosyle benzène

The structure of 3,4,6-tri-O-acetyl-2-deoxy-α- D -threo-hexeno-pyranosyl benzene 1 has been determined by X-ray diffraction methods. Crystals of 1 are orthorhombic, space group P2 1 2 1 2 1 with a = 22.946(10), b = 10.319(6), c = 7.684(4) Å, V = 1819.42 Å 3 , Z = 4, ρ c  = 1.27 g cm −3 . The sugar m...

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Bibliographic Details
Published in:Canadian journal of chemistry 1985-02, Vol.63 (2), p.491-494
Main Authors: Gillier-Pandraud, Hélène, Brahmi, Rachid, Bellosta-Dechavanne, Véronique, Czernecki, Stanislas
Format: Article
Language:eng ; fre
Subjects:
Composés hétérocycliques
Composés organiques
Etat condense: structure, proprietes mecaniques et thermiques
Physique
Sciences exactes et technologie
Structure de solides cristallins particuliers
Structure des liquides et des solides
cristallographie
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Summary:The structure of 3,4,6-tri-O-acetyl-2-deoxy-α- D -threo-hexeno-pyranosyl benzene 1 has been determined by X-ray diffraction methods. Crystals of 1 are orthorhombic, space group P2 1 2 1 2 1 with a = 22.946(10), b = 10.319(6), c = 7.684(4) Å, V = 1819.42 Å 3 , Z = 4, ρ c  = 1.27 g cm −3 . The sugar moiety exhibits a half-chair 0 H 5 conformation in which the aromatic ring is quasi-axial. The anomeric carbon has the α. configuration. The comparison of the 1 H nmr data with the crystallographic data established that, in solution, the conformation of 1 is very similar to that in the crystalline state.
ISSN:0008-4042
1480-3291
DOI:10.1139/v85-079