Synthesis of (1?6)-2,5-anhydro-D-glucitol through cyclopolymerization of 3,4-di-O-allyl-1,2 : 5,6-dianhydro-D-mannitol and optical resolution ability of its derivative in HPLC

Synthesis of Hyperbranched Carbohydrate Polymers by Ring‐Opening Multibranching Polymerization of Anhydro Sugar

“…However, the polymer obtained was mostly insoluble along with a small amount of a water-soluble polymer, which was quite different from the anionic cyclopolymerization of 3,4-di-O-alkyl-1,2:5,6-dianhydro-D-mannitol leading to gel-free polymers. [57][58][59][60] In the 1 H NMR spectrum of the polymer prepared by the anionic polymerization, the signal was broad and a resonance characteristic of the epoxy protons was observed. Although the extent of the cyclization ( f c ) of the water-soluble polymer was 0.9, the polymer gradually became insoluble after storage for a few days.…”

“…6)-2,5-anhydro-D-glucitol (16). [59] The remaining signals were similar to those of 2,5-anhydro-3,4,6-tri-O-methyl-D-glucitol (17), [57] 2,5-anhydro-3,4-di-O-methyl-D-glucitol (18), [61] 2,5 -anhydro -1,3,4,6-tetra-O-methyl -D-glucitol (19), [57] 2,5-anhydro-1,6-di-O-methyl-D-glucitol (20), [59] and (1 ! 6)-bonded 3,4-O-methyl-2,5-anhydro-D-glucitol (21), [57] which were the model compounds for linear units, semi-dendritic units, and dendritic units of 2,5-anhydro-D-glucitol ( Figure 2).…”