- Synthesis of deramciclane labelled with radiocarbon in various positions
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[U-14C]Bromobenzene, prepared from [14C]barium carbonate according to literature procedures, was transformed (Li/diethylether) into [14C]phenyllithium which was condensed with camphor giving rise to [U-14C-phenyl]borneol: 2. The latter, after conversion into its sodium sail, was reacted with dimethylaminoethyl chloride to give [14C-Ar]Deramciclane, which was isolated as the fumarate salt. This 8 step synthesis from [14C]BaCO3 gave an overall yield of 12%. [1-14C]Sodium acetate, through a standard 5 step literature procedure, was converted to N,N-dimethylaminoethyl-1-14C chloride 5 which was condensed with the sodium derivative of 2-phenylborneol giving rise to [1-14C-side chain]Deramciclane, again isolated as the fumarate. This 6 step synthesis from [14C]BaCO3 gave an overall yield of 8%. The specific radioactivities from the two syntheses were respectively 40 mCi/mmol and 21 mCi/mmol; chemical and radiochemical purities were better than 98%.
- Szammer,Simon-Trompler,Mate,Abermann,Uermoes,Klebovich
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- Synthesis of 4-tert-butyl-3-(2-chloro-[-2-14C]ethyl)ureido benzene
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Carbonation of CH3MgI with 14CO2 led to sodium [1-14C] acetate: 1 which was successively brominated and esterifed with diazomethane to give rise to methyl 2-bromo-[-1-14C] acetate: 3, the reduction of
- Azim, El-Mostafa,Dupuy, Jean-Michel,Maurizis, Jean-Claude,C.-Gaudreault, Rene,Veyre, Annie,Madelmont, Jean-Claude
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p. 559 - 566
(2007/10/03)
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