Paper
Synthesis of 6,7‐dihydro‐10‐trideuteromethyl‐6, 8, 8‐trimethyl‐8H‐pyrano[3,2‐g]chromone‐2‐carboxylic acid
Published Jun 1, 1981 · DOI · N. Minami
Journal of Labelled Compounds and Radiopharmaceuticals
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Abstract
Synthesis of 6,7-dihydro-10-trideuteromethyl-6,8,8-trimethyl-8H-pyrano[3,2-g] chromone-2-carboxylic acid (10) in high isotopic purity is described. The trideuteromethylation was achieved by sodium borodeuteride reduction of the ethoxycarbonyl derivative (5) of 7-hydroxy-2,2,4-trimethylchroman-8-carboxylic acid (4). This labelled compound (10) is required for use as mass spectrometric stable isotope internal standard for the study of metabolic fate of 6,7-dihydro-6,8,8,10-tetramethyl-8H-pyrano[3,2-g] chromone-2-carboxylic acid (9), which is an orally active antiallergic agent.
This study demonstrates the successful synthesis of 6,7-dihydro-10-trideuteromethyl-6,8,8-trimethyl-8H-pyrano[3,2-g]chromone-2-carboxylic acid (10) in high isotopic purity, which can be used as a stable iso
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