Single crystals of benzyl3,4-anhydro-2-O-mesyl-6-O-trityl-a-~-altropyranoside (1) were tetragonal, space group P4,, with cell dimensions a = l&393(3), b = 16.393(2), c = 11.952(2) A, Z = 4. The 3,4\_anhydropyranose ring adopts a half-chair ('Ho) conformation. The conformations of 3,4-anhydro-a-Dhexo
Crystal and molecular structure of methyl 3,4-anhydro-a-dl-allopyranoside: ring conformations in the 3,4-anhydropyranose system
✍ Scribed by Janusz W. Krajewski; Przemysław Gluziński; Anna Banaszek
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- English
- Weight
- 515 KB
- Volume
- 203
- Category
- Article
- ISSN
- 0008-6215
No coin nor oath required. For personal study only.
✦ Synopsis
X-Ray diffractometry of methyl 3,4-anhydro-a-nL-allopyranoside (3) revealed the crystals to be monoclinic, space group Cc, with cell dimensions a = 6242(l), b = 16.987(2), c = 7.739(l) A; /I = 106.09(l)", Z = 4. The 3,4_anhydropyranose ring adopts a hybrid 'E + '&conformation. Relatively strong intermolecular hydrogen bonds were observed. * Lists of structure factors, hydrogen coordinates, and anisotropic thermal parameters have been deposited with, and can be obtained from, Elsevier Science Publishers B.V., BBA Data Deposition, P.O. Box 1527, Amsterdam, The Netherlands. Reference should be made to No. BBA/DD/437/Carbohydr. Res., 203 (1990) 195-203. * Although all epoxides discussed represent the racemic forms, only the L forms are depicted.
📜 SIMILAR VOLUMES
1,2:3,4-Di-O-isopropylidene-6-O-toluene-p-s~fonyl-~-D-g~a~op~~ose has been investigated by X-ray diffraction methods. The crystals are orthorhombic, space group p2,2,2, (2 = 4) with cell dimensions a = 15.210( 2), b = 15.658(2), and c = 8.858(l) A. The structure was solved by direct methods and the
The title compound was isolated by several recrystallisations from a 1:l mixture of diastereomers which was obtained in 75% yield from the reaction of 1,2:3,4-di-O-isopropylidene-c~-D-galactopyranose with epichlorohydrin. The absolute configuration of this isomer (30% yield) was established by X-ray