- Synthesis and crystal structure of 1,2,3-Tri-O-acetyl-4,6-di-O-benzylidene- β-d-glucopyranose
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The crystal of 1,2,3-Tri-O-acetyl-4,6-di-O-benzylidene-β-d- glucopyranose (I) was studied by X-ray diffraction. (I) crystallizes in the monoclinic space group P2 1 with cell parameters of a = 5.691(3) A, b = 7.770(2) A, c = 22.503(7) A, b = 93.58(5)°, V = 993.1(7) A3 and Z = 2. The molecular structure of (I) consists of a 4,6-O-benzylidene-glucopyranose moiety which has the 4-OH and 6-OH groups of the glucopyranose protected by glycosidic bonding to a benzylic carbon, forming a benzyl acetal. The other OH groups of the glucopyranose ring are also protected with three acetate groups. In the crystal structure adjacent molecules are linked by C-H???O hydrogen bonds.
- Brito-Arias, Marco,Beltran-Magana, Mariana,Acosta-Santamaria, Candy,Galcera, Judit,Molins, Elies
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- 4,6-O-benzylidene-D-glucopyranose and its sodium salt: New data on their preparation and properties
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An improved method for the preparation of 4,6-O-benzylidene-D-glucopyranose (BG), and new or corrected data on its 1H and 13C NMR spectra, specific rotations, and tautomeric equilibria, and on those of its anomeric sodium salt (BGNa), are reported. Evidence is presented in favour of the hypothesis that crystalline BGNa exists entirely in its β-anomeric form and that it can be useful in the access to β-glucosides in reactions with strong electrophiles under strictly heterogeneous conditions.
- Barili,Berti,Catelani,Cini,D'Andrea,Mastrorilli
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