The synthesis of [3H]L-734,217, an orally active fibrinogen receptor antagonist

✍ Scribed by T.G. Hamill; M.E. Duggan; G.D. Hartman; W.F. Hoffman; J.J. Perkins; H.D. Burns

• Publisher: John Wiley and Sons
• Year: 1996
• Tongue: French
• Weight: 407 KB
• Volume: 38
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/(sici)1099-1344(199606)38:6<533::aid-jlcr865>3.0.co;2-r

✦ Synopsis

The synthesis of [3H]L-734,217, lb, an orally active fibrinogen receptor antagonist, is described. The conversion of 3-amino crotonate 6 to [3H]L-734,217 was carried out via a two step sequence of catalytic tritiation followed by basic hydrolysis. Deuterium model reactions showed that the reduction of 6 with Pt02 occurred via hydrogen transfer from the solvent (ethanol or acetic acid) leading to poor isotope incorporation. When this reduction was conducted in methanol with 10% PdC, good isotope incorporation resulted. Ultimately, [3H]L-734.217 was formed with a specific activity of 42 Cimmol.