Arabinose dimethyl acetal

Benzoyl-L-arabinose dimethyl acetal (180) Acetal Benzene Amb. Benzoyl chloride 0-2 97 350... 

Hudson 143), The specific and unusual method used for the preparation (see formulas below) depends on the action of zinc chloride, under acetylat-ing conditions, in rupturing the oxygen-carbon linkage of the pyranose ring of the methyl D-arabinosides. As intermediate products, the fully acetylated hemiacetal (I) and the chloro derivative (II) are produced. Deacetylation of the final product gives D-arabinose dimethyl acetal. 

Similar observations have been made with the fully acetylated diphenyl dithioacetals ofD- and L-arabinose, D-xylose, and D-ribose, the aldehydo-aldose peracetates having the D-ribo, o-arabino, D-xylo, D-lyxo, and "L-galacto configurations and analogous dimethyl acetals, the tetraacetoxy-irans-l-nitro-l-hexenes having the D-arahino, D-xylo, the D-ribo configurations, the pentononitrile tetraacetates, a series of acetylated arylosotriazoles, and various aldose dithioacetals, and acetylated alditols. ... 

---