Carbohydrate Research 2012-08-01

Benzoylated ethyl 1-thioglycosides: direct preparation from per-O-benzoylated sugars.

Deepak Sail, Pavol Kováč

文献索引：Carbohydr. Res. , (2012)

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摘要

D-Glucose, lactose, maltose, and melibiose were benzoylated with Bz(2)O-Et(3)N reagent to give fully benzoylated β products. Under the same conditions, D-mannose produced a mixture where the β-benzoate predominated. Treatment of the foregoing compounds with EtSH at slightly elevated temperature (50-60°C) in the presence of BF(3)·Et(2)O as a promoter gave the corresponding ethyl 1-thio glycosides in high yields. The α-products predominated in all cases in the anomeric mixtures formed. Individual products of all reactions were isolated by chromatography, they were obtained in analytically pure state, and were fully characterized by (1)H and (13)C NMR data and physical constants.Published by Elsevier Ltd.

相关化合物

  • 三氟化硼乙醚
  • 乙硫醇
  • 乙硫醇钠
  • 蜜二糖 水合物

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