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Synthesis of D‐[1‐ 14 C]penicillamine hydrochloride
Author(s) -
Chien David H. T.,
Ebert David A.,
Roth Robert W.
Publication year - 1988
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.2580251102
Subject(s) - penicillamine , chemistry , hydrochloride , thiazolidine , yield (engineering) , hydrolysis , nuclear chemistry , stereochemistry , medicinal chemistry , radiochemistry , organic chemistry , materials science , metallurgy
Methods are described for the synthesis of DL‐[1‐ 14 C]penicillamine and D‐[1‐ 14 C]penicillamine hydrochloride from K 14 CN. The method consists of additon of H 14 CN to 2,2,5,5‐tetramethyl‐3‐thiazoline followed by hydrolysis of the resulting thiazolidine to DL‐penacillamine. Resolution was achieved through the salt of N‐formylisopropylidene‐DL‐penicillamine with (−)‐norephedrine. The specific activity of D‐penicillamine was 21.7 mCi/mmole and the overall radiochemical yield from K 14 CN was 3.3%.