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Synthesis of 6,7‐dihydro‐10‐trideuteromethyl‐6, 8, 8‐trimethyl‐8H‐pyrano[3,2‐g]chromone‐2‐carboxylic acid
Author(s) -
Minami Norio
Publication year - 1981
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580180609
Subject(s) - chromone , chemistry , carboxylic acid , derivative (finance) , organic chemistry , medicinal chemistry , stereochemistry , economics , financial economics
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.