Title: Idose
CAS Registry Number: 2152-76-3
Molecular Formula: C6H12O6
Molecular Weight: 180.16
Percent Composition: C 40.00%, H 6.71%, O 53.28%
Literature References: Prepn of D-idose by reduction of D-idonolactone: Fischer, Fay, Ber. 28, 1975 (1895); from D-galactose: Sorking, Reichstein, Helv. Chim. Acta 28, 1 (1945); from tri-O-acetyl-1,6-anhydro-b-D-idopyranose: eidem, ibid. 662. Prepn of L-idose by reduction of L-idonolactone: Fischer, Fay, loc. cit.; by hydrolysis of 1,2-O-isopropylidene-L-idofuranose: Meyer, Reichstein, Helv. Chim. Acta 29, 152 (1946); von Vargha, Ber. 87, 1351 (1954). Improved synthesis: M. Blanc-Muesser, J. Defaye, Synthesis 1977, 568. Structure: S. F. Dyke, The Carbohydrates (Interscience, New York, 1960) p 45. Conformation: Reeves, J. Am. Chem. Soc. 72, 1499 (1950). Review: R. L. Whistler, M. L. Wolfrom, Methods in Carbohydrate Chemistry (Academic Press, New York, 1962) pp 140-145.
Derivative Type: D-Form
Properties: Syrup. [a]D13 +15.8° (c = 2.3).
Optical Rotation: [a]D13 +15.8° (c = 2.3)
Derivative Type: Phenylosazone
Molecular Formula: C18H22N4O4
Molecular Weight: 358.39
Percent Composition: C 60.32%, H 6.19%, N 15.63%, O 17.86%
Properties: Yellow needles from alc, mp 168-169°.
Melting point: mp 168-169°
Derivative Type: L-Form
Properties: Syrup. [a]D20 -17.4° (c = 3.6).
Optical Rotation: [a]D20 -17.4° (c = 3.6)
Derivative Type: 1,2-O-Isopropylidene-L-idofuranose
Properties: Plates from ethyl acetate, mp 113-114°. [a]D26 -20° (c = 2.7 in methanol).
Melting point: mp 113-114°
Optical Rotation: [a]D26 -20° (c = 2.7 in methanol)
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