Dean, George R. et al. published their research in Carbohydrate Research in 1974 | 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.Application of 14431-43-7

Unstable crystalline phase in the D-glucose-water system was written by Dean, George R.. And the article was included in Carbohydrate Research in 1974.Application of 14431-43-7 This article mentions the following:

A crystalline phase of D-glucose was isolated from aqueous solution and found by optical-crystallog. study to be distinct from previously known forms of the sugar. Gas chromatog., polarimetric anal., and hydrate composition indicated that the phase may be a hydrated form of β-D-glucose. In solution the phase is metastable at 38-50°, and is transformed into stable α-D-glucose monohydrate at 32-38°. In the dry state at room temperature, the crystals change to pseudomorphs of the α monohydrate form. The secondary nucleation or “false grain” that often occurs when D-glucose monohydrate crystallizes is due largely to separation of this metastable phase, followed by transformation into small, thin crystals of the common form. Because of this behavior, the phase causes much difficulty in the com. production of crystalline D-glucose. 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: 14431-43-7Application of 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.Application of 14431-43-7

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