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An efficient synthesis of carbon‐14 labelled vigabatrin
Author(s) -
Gill Harpal S.
Publication year - 1995
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.2580360504
Subject(s) - chemistry , vigabatrin , wittig reaction , yield (engineering) , methyl iodide , iodide , sequence (biology) , condensation , organic chemistry , stereochemistry , combinatorial chemistry , epilepsy , biology , thermodynamics , biochemistry , anticonvulsant , materials science , physics , neuroscience , metallurgy
Vigabatrin‐[6‐ 14 C] (( R , S )‐4‐amino‐5‐hexenoic‐[6‐ 14 C] acid) was synthesized by employing Wittig condensation of 1‐(1‐butenyl)‐2‐oxo‐5‐pyrrolidinecarboxaldehyde with methyl‐[ 14 C]‐triphenylphosphonium iodide as the key step. The synthetic sequence involved 3 steps and produced the title compound in 70% overall yield with a radiochemical purity of 100%.