D-idose, CAS:2152-76-3

Title:?IdoseCAS Registry Number:?2152-76-3Molecular Formula:?C6H12O6Molecular Weight:?180.16Percent 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-FormProperties:?Syrup. [a]D13?+15.8? (c = 2.3).Optical Rotation:?[a]D13?+15.8? (c = 2.3)?Derivative Type:?PhenylosazoneMolecular Formula:?C18H22N4O4Molecular Weight:?358.39Percent 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-FormProperties:?Syrup. [a]D20?-17.4? (c = 3.6).Optical Rotation:?[a]D20?-17.4? (c = 3.6)?Derivative Type:?1,2-O-Isopropylidene-L-idofuranoseProperties:?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)CAS Number2152-76-3Product NameIdose, D-IUPAC Name(2S,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexanalMolecular FormulaC6H12O6Molecular Weight180.16 g/molInChIInChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4-,5+,6+/m1/s1InChI KeyGZCGUPFRVQAUEE-ZXXMMSQZSA-NSMILESC(C(C(C(C(C=O)O)O)O)O)OSynonymsidopyranose, idose, idose, (alpha-D)-isomer, idose, (L)-isomer, idose, 14C-labeled, (alpha-D)-isomerCanonical SMILESC(C(C(C(C(C=O)O)O)O)O)OIsomeric SMILESC([C@H]([C@@H]([C@H]([C@@H](C=O)O)O)O)O)O