Carbohydrate Research p. 29 - 40 (1987)
Update date:2022-08-11
Topics:
Aparicio, Lorez, F. J.
Benitez, Zorrilla, F.
Gonzalez, Santoyo, F.
Rosell, Asensio, J. L.
The reaction of D-glucose and D-xylose with 2-methyl-2-propanethiol in conc. hydrochloric acid yielded tert-butyl 1-thioglycopyranosides (produts of kinetic and thermodynamic control).Di-tert-butyl dithioacetals (12-14) were obtained from the acetylated aldehydo-derivatives of D-glucose, D-xylose, and D-erythrose.On brief treatment with conc. hydrochloric acid, 12 and 13 gave tert-butyl 1-thio-α- and -β-glycopyranosides and 14 gave the corresponding furanosides.
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