Horii, Fumitaka et al. published their research in Polymer Bulletin (Berlin, Germany) in 1983 | CAS: 14431-43-7

(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. Tetrahydropyrans are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. 2-(Arylmethylene)cyclopropylcarbinols could be converted to the corresponding tetrahydropyrans stereoselectively in the presence of Brønsted acids under mild conditions. A plausible Prins-type reaction mechanism has been proposed.HPLC of Formula: 14431-43-7

Solid-state carbon-13 NMR study of conformations of oligosaccharides and cellulose. Conformation of CH2OH group about the exo-cyclic carbon-carbon bond was written by Horii, Fumitaka;Hirai, Asako;Kitamaru, Ryozo. And the article was included in Polymer Bulletin (Berlin, Germany) in 1983.HPLC of Formula: 14431-43-7 This article mentions the following:

Cross-polarization/dipolar decoupling/magic-angle spinning 13C NMR spectra were obtained for different monosaccharides, oligosaccharides, and cellulose. A simple linear relationship exists between the chem. shift of the CH2OH carbon and the torsion angle χ about the exo-cyclic C-C bond. The chem. shifts fall into three groups of 60-62.6 ppm, 62.5-64.5 ppm, and 65.5-66.5 ppm, which are related to gauche-gauche, gauche-trans, and trans-gauche conformations, resp. On the basis of these results the conformation of the CH2OH carbon of cellulose is also discussed. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7HPLC of Formula: 14431-43-7).

(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. Tetrahydropyrans are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. 2-(Arylmethylene)cyclopropylcarbinols could be converted to the corresponding tetrahydropyrans stereoselectively in the presence of Brønsted acids under mild conditions. A plausible Prins-type reaction mechanism has been proposed.HPLC of Formula: 14431-43-7

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics