Abstract

This chapter describes 3-deoxy-2-ketoaldonic acids. The α -hydroxy group of a 3-deoxyaldonic acid is selectively oxidized by chlorate in the presence of vanadium oxide and phosphoric acid, and the keto acid is isolated by chromatography on cellulose powder. Methyl 3-deoxyheptonate is prepared from commercial 2- deoxy -D-arabino- hexose (2- deoxyglucose). But, the melting point of the crystalline material varies from one preparation to another owing to the presence of varying amounts of epimers (D-gluco and D-manno-) in the sample. The ratio of the epimers does not affect the yield or the quality of the final product. Galactometasaccharinic acid lactone is a mixture of 3-deoxy D-xylo- and D-lyxo-hexonic acid lactones. For the preparation of ammonium 3-deoxy D -threo- hex-2-ulosonate, this lactone (3.2 g) is first hydrolyzed with sodium hydroxide and then treated with sodium chlorate (740 mg), vanadium oxide (120 mg), and phosphoric acid (0.1 ml) as described for the 7-carbon homolog. Detection of 3-deoxyaldulosonic acids on chromatograms and detection of polyhydroxy compounds on paper chromatograms are also discussed.

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.