Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, is researched, Molecular C7H14O6, CAS is 1824-94-8, about Site-Selective, Organoboron-Catalyzed Polymerization of Pyranosides: Access to Sugar-Derived Polyesters with Tunable Properties.Computed Properties of C7H14O6.
A new class of sugar-derived polyesters has been synthesized, using organoboron-catalyzed acylation to generate linear macromols. having pyranoside units enchained with a uniform 3,6-connectivity. The method provides access to well-defined polymers bearing pendant hydroxyl groups, from com. available diacid chlorides and readily accessible pyranoside feedstocks. Variation of the configuration of the pyranoside (α-manno, α-galacto, or β-galacto) and the identity of the aglycon has been conducted, enabling studies of structure-property relationships. Flexible, long-chain substituents at the anomeric position behave as intrinsic plasticizers, affording decreased glass-transition temperatures (Tg) relative to their short-chain counterparts. The Tg values of this family of polymers were found to vary from -3 to 164°C. Enzymic degradation and cytotoxicity studies in vitro suggested that the pyranoside-derived polyesters are slow-degrading, cytocompatible materials. After being subjected to urethane crosslinking, the polymers were studied by dynamic mech. anal. and tensile testing, revealing the impact of stereochem. and aglycon structure on the elastic and complex moduli, damping, and elongation at failure. The presence of hydrogen-bond-donating OH groups also conferred self-healing behavior to one of the linear polymers. This work demonstrates how organoboron-catalyzed, site-selective activation of OH groups can be employed to generate well-defined, carbohydrate-derived polymers.
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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