Title: Ascorbigen
CAS Registry Number: 8075-98-7
CAS Name: 2-C-(1H-Indol-3-ylmethyl)-b-L-lyxo-3-hexulofuranosonic acid g-lactone mixt with 2-C-(1H-indol-3-ylmethyl)-b-L-xylo-3-hexulofuranosonic acid g-lactone
Molecular Formula: C15H15NO6
Molecular Weight: 305.28
Percent Composition: C 59.01%, H 4.95%, N 4.59%, O 31.45%
Literature References: Isoln from savoy cabbage juice: Procházka, Sanda, Collect. Czech. Chem. Commun. 25, 270 (1960). Prepn from L-ascorbic acid + glucobrassicin: Gmelin, Virtanan, Suom. Kemistil. 34B, 15 (1961), C.A. 55, 17774f (1961); from L-ascorbic acid + gramine methiodide: Procházka, Collect. Czech. Chem. Commun. 28, 544 (1963). Prepn from L-ascorbic acid + 3-hydroxymethylindole; forms two diastereoisomers: ascorbigen A as the main product and ascorbigen B as a minor product: Kiss, Neukom, Helv. Chim. Acta 49, 989 (1966); Kiss, Angew. Chem. 78, 1066 (1966).
Derivative Type: Ascorbigen A
Properties: Amorphous powder, sinters about 65°. [a]D25 +11.0° (c = 2 in ethanol). uv max (ethanol): 220, 273-274, 280, 290 nm.
Optical Rotation: [a]D25 +11.0° (c = 2 in ethanol)
Absorption maximum: uv max (ethanol): 220, 273-274, 280, 290 nm
Derivative Type: Ascorbigen B
Properties: Yellow amorphous powder, sinters about 70°. [a]D25 +12.5° (methanol).
Optical Rotation: [a]D25 +12.5° (methanol)
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