Vigabatrin-[6-14C] ((R,S)-4-amino-5-hexenoic-[6-14C] acid) was synthesized by employing Wittig condensation of 1-(1- butenyl)-2-oxo-5-pyrolidinecarboxaldehyde with methyl-[ 14C]-triphenylphosphonium iodide as the key step. The synthetic sequence involved 3 steps and produced the title compound in 70
Synthesis of carbon-14 labeled vigabatrin
✍ Scribed by Albert J. Schuster; Eugene R. Wagner
- Publisher
- John Wiley and Sons
- Year
- 1993
- Tongue
- French
- Weight
- 191 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
Carbon‐14 labeled vigabatrin was synthesized in 5 steps from 5‐hydroxymethyl‐2‐pyrrolidone tosylate and NaCN‐[^14^C]. A key step involved reduction of the resulting nitrile in the presence of excess dimethylamine to give the dimethylamino‐ethyl 2‐pyrrolidone derivative in one step. This afforded an overall radiochemical yield of 22% and radiochemical purity greater than 98%.
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