97234-14-5Relevant academic research and scientific papers
Mild procedures for the synthesis of 1,6-anhydroaldohexopyranoses
Kloosterman, M.,Dees, M. J.,Marel, G. A. van der,Boom, J. H. van
, p. 116 - 119 (2007/10/02)
Penta-O-acetyl-β-D-galactopyranoside was converted in two steps into pentabromophenyl-1,2,3,4-tetra-O-acetyl-β-D-galactopyranoside.Short treatment of the latter with tetra-n-butylammonium hydroxide at 20 deg C, followed by acetylation, afforded crystalline 2,3,4-tri-O-acetyl-1,6-anhydro-β-D-galactopyranose.The same procedure could also be applied to the synthesis of the per-O-acetates of 1,6-anhydro-β-cellociose and 1,6-anhydro-β-D-glucopyranose. 2,3,4-Tri-O-acetyl-1,6-anhydro-β-D-glucopyranose could also be obtained in a one-flask procedure by selective tosylation of D-glucose at the primary hydroxyl group, followed by treatment with base and subsequent acetylation.
