The x-ray crystal structure of 2,3:4,5-di-O-isopropylidene-1-O-methyl-β-d-fructopyranose
✍ Scribed by S.F. Watkins; S.J. Kim; F.R. Fronczek; R.J. Voll; E.S. Younathan
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- English
- Weight
- 438 KB
- Volume
- 197
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
The molecule is a derivative of the naturally occurring carbohydrate D-fNCtOSe. The data reported here indicate that the ketose six-membered ring is constrained by the presence of two fused five-membered rings into the 3So conformation. These findings agree with the n.m.r.-spectroscopic results for 2,3 : 4,5-di-0-benzylidene-/3-D-fructopyranose.
As a result of crystal packing forces, the exocyclic side-chain has a C-C-O-C torsion angle of -102", quite different from the expected value of 180".
📜 SIMILAR VOLUMES
Vicinal proton-proton spin-coupling constants for methyl 5-O-acetyl-2-O-benzoyl-3,4-O-isopropylidene-fl-L-idoseptanoside (1) have led to the assignment [1] of the twist-chair conformation, °'ITC2, 3 [2], for the seven-membered ring in 1 in which the pseudo-axis of symmetry passes through C-5. Since
The structures of the title compounds (2b and 3) have been investigated in the solid state by X-ray methods. The crystals of 2b are monoclinic, space group P2,, and of 3 orthorhombit, space grtup P2,2,2,. The cell dimensions are: for 2b, a = 9.910(2), b = 11;745W, c = 11.810(3) A, /3 = 97.32(l)"; a