By Claude S. Hudson, etc.
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Extra info for Advances in Carbohydrate Chemistry, Vol. 5
Enzymatic Synthesis and Isolation of Synthetic Sucrose. . . . c. Properties of Synthetic Sucrose ................... 2. a-D-Glucopyranosyl-D-D-xyloketofuranoside.. . . . . . . 3. , . . . . . . . . . . . . 4. a-D-Glucopyranosyl-a-L-sorbofuranoside. . . . . . . . . VI. Synthetic Reducing Disaccharide. . . . . . . . . . . . . . . 3- [a-~-G~ucopyranosyl]-~-arabinopyranose. VII. Formation of Sucrose and Other Disaccharides through Exchange of Glycosidic Linkages.
Diehl and C. S. Hudson, J . Am. Chem. , 12, 561 (1950). (72) R. M. Hann, A. T. Ness and C. S. Hudson, J . Am. Chem. , 60,670 (1944) 111. Uidemxy-D-glucitol Tetraacetyl-%methyl-Dglucose diethyl thioacetal to tetraacetyl-2methyl-l-desoxy-D-glucitol Ethyl tetraacetylthiostreptobiosaminidediethyl thioacetal to tetraacetyldidesoxydihydrostreptobiosamine Same Same Abs. EkOH Room II (1 15 15 Yielrl Refct% 10 days 27 “ 1: 70% EtOH IReflux I 5 hrs. “In usual manner ” 15 Same fructose diethyl thioacetal pentaacetate to zdeSoxy-r+ghcitol pentaD-Arabinme diethyl thioacetal tetraacetate to l-desoxy-warabitol tetra- Tap.
Weidenhagen, Naturwissenschuften, 16, 654 (1928). (12) W. 2;. Hassid, M. Doudoroff and H. A. Barker, J . Am. Chem. , 66, 1416 (1944). (13) H. H. Schlubach and G. , 68, 1842 (1925). SYNTHESIS OF SUCROSE 83 invertase is a 6-D-fructofuranosidase and that therefore fructose probably exists in sucrose as the p-D-fructofuranose form. Purves and Hudson’s14 experiments on the analysis of fructoside mixtures by means of invertase added support to this view. Very strong evidence has come from the fact that they prepared crystalline methyl a-D-fructofuranoside, and found it to be unattacked by invertase.