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Syntheses of [6-14C] and [5-carboxy, 6-14C2]nitrendipine

✍ Scribed by W. Maul; D. Scherling

Publisher
John Wiley and Sons
Year
1989
Tongue
French
Weight
275 KB
Volume
27
Category
Article
ISSN
0022-2135

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✦ Synopsis

6-14C]Nitrendipine synthesis started from barium[14]carbonate, which was converted to [ 1-14C] acetyl chloride. The acid chloride was condensed with Meldrum's acid (2,2-dimethyl-1,3-dioxane-4,6-dione). The resulting intermediate was treated with boiling methanol to give methyl [ 3-14C]acetoacetate. The reaction with gaseous ammonia in toluene yielded the corresponding methyl 3-aminoC 3-14C]crotonate which was condensed with ethyl 2-(3-nitrobenzylidene) acetoacetate to obtain [6-14C]nitrendipine.

[ 5-carboxyI 6-14C2 INitrendipine was synthesized by an analogous procedure starting from methyl [ 1, 3-14 acetoacetate.

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