Abstract
IN a recent publication1, the preparation of 1 : 6-dithiomannitol is described. In subsequent attempts obtain this dithiol by other routes, two of us (L. N. O. and P. B.) have treated 1 : 6-ditosyl 2: 5-diacetyl 3 : 4-isopropylidene mannitol2 with potassium thioacetate in boiling acetone, a reaction which has been shown3 to result in the replacement of tosyloxy- by acetylthio-groups. Removal of the acetyl and acetone residues from the product gave crude 1 : 6-dithiomannitol, m.p., 120-135°, the hexa-acetyl derivative of which had m.p. 109-111° ‘α’18° D p + 85-0° (allrotations in chloroform). This was clearly not identical with the previously described hexaacetyl 1:6-dithiomannitol of m.p. 188°,‘α’18° D ± 0°.
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BLADON, P., OWEN, L., OVEREND, W. et al. Conversion of Mannitol and Sorbitol into Dulcitol. Nature 164, 567–569 (1949). https://doi.org/10.1038/164567a0
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DOI: https://doi.org/10.1038/164567a0