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Synthesis of [14CO]ellagic acid

✍ Scribed by Wenguang Zeng; Young-Hun Heur; Thomas H. Kinstle; Dr. Gary D. Stoner

Publisher: John Wiley and Sons
Year: 1991
Tongue: French
Weight: 419 KB
Volume: 29
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580290607

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✦ Synopsis

lCQ]Ellagic acid with a chemical purity of 98.9% and radiochemical purity of 99.9% was synthesized with an overall yield of 16% (both chemically and radiochemically). Reaction of 14CO2 with lithiated 3.43-trimethoxybenzene and demethylation of the resulting 3.4,5-trimethoxyben~c acid was followed by esterifcation and coupling of methyl gallate into ellagic acid. Two efficient coupling methods were employed: direct aeration and aeration of methyl gallate in the presence of the phenolic oxidase, tyrosinme. The latter method produced the highest yield and purity. This preparation produced [1a]ellagic acid with a specific activity of 20 mCi/mmol. The yields of labeled 3,4,5-trimethoxybenzoic acid and ellagic acid based on Bal4COj were 65% and 16%. respectively.

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