Portal de Periódicos da CAPES

Synthesis of Tropine-Labeled Atropine III

1968; Elsevier BV; Volume: 57; Issue: 3 Linguagem: Inglês

10.1002/jps.2600570315

1520-6017

G Schmidt, Thomas E. Eling, John M. McOwen,

Analytical Chemistry and Chromatography

Using a previously described modification of the Robinson condensation, N-methyl-14C-tropine, specific gravity 1 mc./mmole, was synthesized from methylamine-14C-HCl in 65 percent of theoretical yield. Subsequent esterification with unlabeled tropic acid gave N-methyl-14C-atropine, specific activity 1 mc./mmole, in 45 percent of theoretical yield, based on methylamine. Synthesis of these compounds validates previous studies and firmly establishes a general pathway for labeling the carbon skeleton of tropine with radioactive carbon. Using a previously described modification of the Robinson condensation, N-methyl-14C-tropine, specific gravity 1 mc./mmole, was synthesized from methylamine-14C-HCl in 65 percent of theoretical yield. Subsequent esterification with unlabeled tropic acid gave N-methyl-14C-atropine, specific activity 1 mc./mmole, in 45 percent of theoretical yield, based on methylamine. Synthesis of these compounds validates previous studies and firmly establishes a general pathway for labeling the carbon skeleton of tropine with radioactive carbon.