Advances in Carbohydrate Chemistry, 1 by Ward W Pigman; M L Wolfrom

By Ward W Pigman; M L Wolfrom

ADVANCES IN CARBOHYDRATE CHEMISTRY VOL 1.

content material: entrance conceal; Advances in Carbohydrate Chemistry, quantity 1; Copyright web page; individuals to quantity I; Editors' Preface; Contents; bankruptcy 1. The Fischer Cyanohydrin Synthesis and the Configurations of Higher-carbon Sugars and Alcohols; bankruptcy 2. The Altrose crew of gear; bankruptcy three. Carbohydrate Orthoesters; bankruptcy four. Thio- and Seleno-Sugars; bankruptcy five. The Carbohydrate parts of the Cardiac Glycosides; bankruptcy 6. Metabolism of the Sugar Alcohols and Their Derivatives; bankruptcy 7. The Chemistry of the Nucleic Acids; bankruptcy eight. The Fractionation of Starch.
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Humoller, J. Am. Chem. , 54, 4749 (1932); 56, 1152 (1934). I6 W. C. Austin and F. L. Humoller, J . A m . Chem. ,55, 21G7 (1933). la 14W. 3" at equilibrium. 3", which is considerably different from the value -98" estimated by Kunz and Hudsonll for the D-altrose liberated by the hydrolysis of neolactose with warm acid. The cause of this disagreement was soon discovered. I n a new study of neolactose, Richtmyer and Hudsonl6 improved the method of preparing acetochloroneolactose; a 3 5 4 0 % yield of th e recrystallized material was obtained consistently by heating each 50 g.

XII. Compounds Possibly Related to Altrow XIII. Table I. D- and L-Altrose and Derivatives. . . . . . . . . . . . . . . XIV. Table 11. NeOlartOw. Celtmbiose. and Derivatives . . . . . . . . . . . 62 64 72 76 I. INTRODUCTION It was in 1910 that Levene and Jacobs’ first applied the classical cyanohydrin synthesis* to D-ribose (I), a five carbon atom aldehyde sugar (aldopentose) which had become more readily available through their earlier research on nucleic acids. Two new aldohexoses were thus obtained in sirupy form, and characterized by suitable crystalline derivatives.

5) in chloroform, recrystallization from 125 parts of 95% alcohol. The melting point of the latter substance agrees with Philippe's valueM; the rotation is the first record. The heptabenzoate of the meso alcohol is a new substance. Pure allitol (meso configuration; m. p. 15S151") was described for the first time by Lespieau and Wiemann,"S who synthesized it by the hydroxylation of one of the stereoisomaric forms of divinylglycol. Its structure was established rigorously by Steiger and Reichstein"' when they demonstrated its identity with tbe product obtained by the reduction of D-allose.

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