64495-85-8Relevant academic research and scientific papers
Stereoselective 1,2-CIS-1-thioglycosidation of aldohexoses with tert-butyl mercaptan in 90% trifluoroacetic acid
Yanase, Muneaki,Funabashi, Masuo
, p. 53 - 66 (2000)
tert-Butyl 1,2-cis-1-thioglycopyranosides of various aldohexoses (D-glucose, D-galactose, D-mannose, and L-rhamnose), and disaccharides (cellobiose, lactose, and maltose) were preferentially prepared in good yields by reacting the corresponding free sugar
Silver fluoroborate promoted sulfur alkylation of β-silyl ethyl sulfides. Selective synthesis of β-thioglycosides
Mahadevan,Li,Fuchs
, p. 3099 - 3107 (2007/10/02)
Silver (I) activation of α-glucosyl bromide in the presence of 2-trimethylsilylethyl sulfides as sulfur nucleophiles selectively provides β-thioglycosides.
REACTIONS OF D-GLUCOSE, D-XYLOSE, AND D-ERITHROSE WITH 2-METHYL-2-PROPANETHIOL
Aparicio, Lorez, F. J.,Benitez, Zorrilla, F.,Gonzalez, Santoyo, F.,Rosell, Asensio, J. L.
, p. 29 - 40 (2007/10/02)
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.
