By Sidney M. Cantor
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Extra resources for Advances in Carbohydrate Chemistry and Biochemistry, Vol. 7
The hydrolysis product was further characterized as 2,3,5-trimethyl-~-galactose by converting it to the crystalline trimethyl-D-galactonolactone and amide, which were shorn to be identical with authentic samples prepared by Luckett and Smith" from 2,3,5-trimethyl-~-galactose. The a-configuration of the 1,6-ring was assigned since construction of molecular models indicated it t o be the only one possible. In this case the glycosidic oxygen has the same configuration as the hydroxyl on (13) E. G.
4-Methyl-~-fructose.. . . . . . . . . . . . . . . . . . . B-Methyl-~-fructose.. . . . . . . . . . . . . . . . . . . . . . 5-Methyl-D,cfructose (1) . . . . . . . . . . . . . . . . . XII. Trityl Ethers.. . . . . . . . ...................
Hudson, J . Am. Chem. ,74,2206 (1952)l and D-idoheptulose to 2,7-anhydrofl-D-idoheptulopyranose [J. W. Pratt, N. K. Richtmyer and C. S. , 74, 2210 (1952)l. (20) H. Bredereck, M. Kothnig and E. , 78, 956 (1940). (21) G. R. Barker and M. V. Lock, J. Chem. ,23 (1950); R. W. Jeanloa, G. R. Barker and M. V. Lock, Nature, 167, 42 (1951). (22) E. J. , 2 , 253 (1946). (23) W. N. Haworth, L. N. Owen and F. Smith, J. Chem. ,88 (1941). 46 R. J. DIMLER v. RESISTANCEOF D-GLIJC~SAN <1,4>@ <1,6> AND D-GALACTOSAN< 1,4>(Y < 1,6> TO OXIDATIVE~ , ~ - D I oCLEAVAGE L The 1,2-glycol group in D-glucosan < 1,4 >@ < 1,6> and D-galactosan<1,4>a<1,6> is unique in being resistant to oxidation by sodium metaperiodate, paraperiodic acid, and lead tetraacetate under conditions commonly used for detecting and estimating adjacent hydroxyl groups.