Tetrazoles of manno- and rhamno- furanoses was written by Davis, Benjamin G.;Nash, Robert J.;Watson, Alison A.;Smith, Colin;Fleet, George W. J.. And the article was included in Tetrahedron in 1999.Safety of (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate This article mentions the following:
The synthesis of [3.3.0] bicyclic tetrazoles, e.g. I, derived from D-manno- and D-rhamnofuranose starting from D-mannose, and of L-rhamnofuranose starting from L-rhamnose is described. The key step in the formation of all three examples of this novel class of sugar mimics is an intramol. [1,3]-dipolar cycloaddition of azide and nitrile moieties. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate (cas: 10030-85-0Safety of (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate).
(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate (cas: 10030-85-0) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Safety of (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts