THE ACTION OF SODIUM IODIDE ON O-p-TOLUENE-SULPHONYL-1,4;3,6-DIANHYDRIDES OF D-MANNITOL, D-GLUCITOL, AND L-IDITOL
Open Access
- 1 June 1959
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 37 (6) , 1048-1052
- https://doi.org/10.1139/v59-151
Abstract
In the displacement reaction with sodium iodide in acetic anhydride solution the rates of reaction of four isohexide tosyl esters were compared to that of an O-acetyl-O-tosylisosorbide recently described. The tosyloxy group in the latter compound was replaced rapidly and was therefore in the 5-endo-position, the compound being correctly named 2-O-acetyl-5-O-p-toluenesulphonyl-1,4;3,6-dianhydro-D-glucitol. The product of the reaction was isolated as a crystalline material, and was identified as 2-O-acetyl-5-deoxy-5-iodo-1,4;3,6-dianhydro-L-iditol.Keywords
This publication has 1 reference indexed in Scilit:
- Hexitol Anhydrides.1 The Structure of Isosorbide, a Crystalline Dianhydrosorbitol2Journal of the American Chemical Society, 1946