Abstract

Abstract a-Formylphenylacetic Acid, Phenylmalonic Semialdehyde, Tropic Acid Biosynthesis a-Formylphenylacetic acid, the postulated immediate precursor of tropic acid, has been synthesized by deacetalization of a-diethoxymethylphenylacetic acid in the presence of silica gel. The compound was reasonably stable in organic solution. In aqueous media, however, a pronounced lability of this semialdehyde was observed at various pH-values (t/2 = 4.5 min at pH 7.4). It is thus very unlikely that this compound can be employed successfully in biosynthetic studies.

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