In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Mechanistic Study on Deoxydehydration and Hydrogenation of Methyl Glycosides to Dideoxy Sugars over a ReOx-Pd/CeO2 Catalyst, published in 2020-10-16, which mentions a compound: 1824-94-8, Name is (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, Molecular C7H14O6, Quality Control of (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol.
We found that nonprotected Me glycosides with cis-vicinal OH groups could be converted to the corresponding Me dideoxy glycosides by deoxydehydration and consecutive hydrogenation (DODH + HG) over a ReOx-Pd/CeO2 catalyst with gaseous H2. In the study, the reactivity of the Me glycosides in DODH was clearly lower than that of simple cyclic vicinal diols, such as cis-1,2-cyclohexanediol and cis-1,2-cyclopentanediol, and the reactivity of the Me glycosides was also different. Herein, we investigated the reactivity difference based on kinetic studies and d.-functional theory (DFT) calculations The kinetic studies suggest that the reactivity difference between the Me glycosides and the simple diols is derived from the OH group of Me glycosides except the cis-vicinal diols, and that the reactivity difference among the Me glycosides will be associated with the configuration of the substituents adjacent to the cis-vicinal diols, while the reaction mechanism of DODH is suggested to be basically similar judging from almost the same reaction orders with respect to the substrate concentration and H2 pressure in all substrates. The adsorption and transition states of Me α -L- rhamnopyranoside and Me α-L-fucopyranoside, which have a large reactivity difference (Me α-L-rhamnopyranoside≫ Me α-L-fucopyranoside), were estimated by DFT calculations with ReOx/CeO2 as the active site of the ReOx-Pd/CeO2 catalyst, showing that the main difference is the activation energy in DODH of these substrates (65 kJ mol-1 for Me α-L-rhamnopyranoside and 77 kJ mol-1 for Me α-L-fucopyranoside), which was also supported by the results of Arrhenius plots (63 and 73 kJ mol-1 for Me α-L-rhamnopyranoside and Me α-L-fucopyranoside, resp.). The activation energy was influenced by the torsional angle of the substituents adjacent to the cis-vicinal OH groups, which is derived from the interaction of the OH group adjacent to the cis-vicinal OH groups and the surface hydroxy groups on CeO2.
This compound((2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol)Quality Control of (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.
Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate