A convenient preparation of 3-deoxy-1,2-O-isopropylidene-5-O-p-tolylsulfonyl-β-l-threo-pentofuranose
✍ Scribed by Leon M. Lerner
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- English
- Weight
- 280 KB
- Volume
- 132
- Category
- Article
- ISSN
- 0008-6215
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📜 SIMILAR VOLUMES
Several mono-and bi-cyclic polyhydroxylated alkaloids, isolated from plants', are specific and potent glycosidase inhibitors3, including those involved in the processing of glycoproteins4. Convenient intermediates for the synthesis of these compounds are 5-azido-5-deoxy sugar derivatives. Attempts
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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
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