Article ID Journal Published Year Pages File Type
1389386 Carbohydrate Research 2006 6 Pages PDF
Abstract

Aqueous solutions of d-glucaric acid and model polyols xylitol, methyl α-d-glucopyranoside or β-cyclodextrin were freeze dried, then heated, and the product mixtures analyzed by instrumental methods that included GC–MS, electrospray ionization-mass spectrometry (ESIMS), and NMR. The thermal process and analyses were carried out with these polyols in order to determine to what extent multiple acylations of the alcohol functions occurred with d-glucaric acid lactones serving as acylating agents, the extent to which acylations occurred at the 1° alcohol sites, and the relative tendency for acylations to occur at the C1 or C6 end of the glucaryl unit. The results of these studies showed an overwhelming preference for 1° alcohol acylation and preferred acylation occurring at the C1 end of the glucaryl unit.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
Authors
, , ,