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Preparation of carbon-14 labeled (3R)-7-hydroxy-N-(1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl-1,2,3,4-tetrahydroisoquinolinecarboxamide (JDTic)
Berrang, B., Lewin, A., & Carroll, F. (2008). Preparation of carbon-14 labeled (3R)-7-hydroxy-N-(1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl-1,2,3,4-tetrahydroisoquinolinecarboxamide (JDTic). Journal of Labelled Compounds and Radiopharmaceuticals, 51(14), 440-443. https://doi.org/10.1002/jlcr.1560
Starting with [14C]-D-tyrosine, carbon-14 labeled JDTic dihydrochloride with specific activity 15 mCi/mol was prepared in 5% radiochemical yield. Separation of the (3R)- and (3S)-diastereomers was carried out via the 3-phenyl-2,3,10,10a-tetrahydro-5H-imidazo[1,5-b]isoquinolin-1-ones formed by reaction with benzaldehyde.