Synthesis of tritium labelled (R) and (S)-3-aminoquinuclidine: A ubiquitous component of serotonin receptor ligands, part I

Article abstract of DOI:10.1002/(SICI)1099-1344(199601)38:1<41::AID-JLCR811>3.0.CO;2-N

(R) and (S)-3-aminoquinuclidines-³H with the specific activity of 35 Ci/mmol were prepared. Reduction of enamide 2 with carrier free tritium gas over RhCODCl dimer, (2S, 3S) Chiraphos in methanol gave racemic amide 9c. Hydrolysis followed by resolution of the enantiomers with (R)-methyl benzyl isocyanate gave (R) and (S)-3-aminoquinuclidine-³H 10c-S and 10c-R. The enantiopurity purity of both isomers was >99.5%.