Two approaches to the synthesis of 3-beta-D-glucopyranosyl-D-glucitol.

  title={Two approaches to the synthesis of 3-beta-D-glucopyranosyl-D-glucitol.},
  author={J{\'a}nos Kuszmann and G{\'a}bor Medgyes and S{\'a}ndor Boros},
  journal={Carbohydrate research},
  volume={339 14},
Glycosidation of 1,2:5,6-di-O-isopropylidene-D-glucose with tetra-O-acetyl-glucosyl bromide in 1:1 benzene-MeNO2 afforded approximately equal amounts of the 3-O-beta-D-glycoside and the rearranged 6-O-beta-D-glycoside, while in MeCN only the latter was formed. When tetra-O-acetyl-beta-thiophenylglucoside was used as donor in CH2Cl2 in the presence of NIS… CONTINUE READING