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Die Struktur des Betanins . 7. Mitteilung . Über die Konstitution des Randenfarbstoffes Betanin
Author(s) -
Wilcox M. E.,
Wyler H.,
Mabry T. J.,
Dreiding André S.
Publication year - 1965
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19650480125
Subject(s) - chemistry , betanin , diazomethane , acetylation , hydrolysis , stereochemistry , organic chemistry , biochemistry , pigment , gene
It is shown that the glucose residue in betanin is attached at the 5‐hydroxyl group (structure 2 ): Treatment of betanin with diazomethane, acidic hydrolysis and acetylation afforded 5‐O‐acetyl‐6‐O‐methyl‐neobetanidin trimethylester ( 9 ), which was cleaved by alkali. The cleavage product was esterified with methanol and oxydized by means of F RÉMY salt to 5‐hydroxy‐6‐methoxy‐2‐methoxycarbonyl‐indole ( 15 ).