1975
DOI: 10.1002/hlca.19750580634
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Totalsynthese von Betalainen

Abstract: A total synthesis of betalainc pigments (6) is tlcecribcd. Thc key intermediate is betalamic acid in the form of its dimethyl cstcr scmicarbaeone (9), which was transformocl with tproline (16) into indicaxanthine dimethyl estcr (5). with L-cydodopa methyl estcr (17) into betanidinc trimethyl ester (3) and by hydrolysis of the latter into betanidinc (2). Betalainc (6) sind die in gewissenCcnttospernicn [I I und in Pilzen 1.21 vorkommcnden stickstoffhaltigen wasserlijslichen Farbstoffe. Dam gehoren die violetten… Show more

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Cited by 20 publications
(13 citation statements)
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“…The red-violet betacyanins are evidently suitable as natural colour additives for some food systems [1,18]. Although the total chemical synthesis has recently been achieved [11 ] isolation of betacyanins from natural sources would still be the more economical technique for production of these pigments. A biosynthetic pathway of betalains has been proposed from tracer experiments but has not been confirmed by respective enzymatic studies [16].…”
Section: Introductionmentioning
confidence: 99%
“…The red-violet betacyanins are evidently suitable as natural colour additives for some food systems [1,18]. Although the total chemical synthesis has recently been achieved [11 ] isolation of betacyanins from natural sources would still be the more economical technique for production of these pigments. A biosynthetic pathway of betalains has been proposed from tracer experiments but has not been confirmed by respective enzymatic studies [16].…”
Section: Introductionmentioning
confidence: 99%
“…The pure betanin was cleaved enzymatically and yielded the aglucone betanidin (137). Alkaline degradation of betanidin produced 5, (140). A small amount of two yellow pigments is present also in beets (51).…”
Section: Betalainesmentioning
confidence: 99%
“…Einleitung. -Bei den bisherigen Totalsynthesen der Betalain-Pflanzenfarbstoffe A [2] [3] wurde ihr chromophores 1,7-Diazaheptamethiniurn-System C durch Aufbau der C,-Kette (C (a) bis C(E)) zwischen den beiden N-Atomen in mindestens teilweise gesattigter Form mittels C,C-Verknupfung und durch Einfiihrung von Doppelbindungen aufgebaut. 2.…”
Section: Total Synthesis Of Decarboxybetalaines By Photochemical Ringunclassified