✦ LIBER ✦

Synthesis of [14C]ABT-418, a cholinergic channel activator labeled at two sites on the isoxazole ring

✍ Scribed by Bruce W. Surber; Richard L. Elliott; Hana Kopecka; Samuel B. Thomas

Publisher: John Wiley and Sons
Year: 1996
Tongue: French
Weight: 283 KB
Volume: 38
Category: Article
ISSN: 0022-2135
DOI: 10.1002/(sici)1099-1344(199609)38:9<857::aid-jlcr897>3.0.co;2-u

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✦ Synopsis

14C]ABT-418, (S)-3-[~4C]methyl-5-[N-methyl-2-pyrmlidinyl][4-14C]isoxazole hydrochloride, was labeled in two positions at maximum specific activity. Starting with 100 mCi of sodium 12-14Clacetate. 14.6 mCi at 105 mCi/mmol was obtained in 8 steps including the formation of [1.3-14CIacetone in the pyrolysis of barium [2-*4C]acetate. The key step was the formation of the dianion of [ 1,3-14c]acetone oxime and its condensation with L-proline methyl ester.