Synthesis of 5'-carboxy-N'-nitrosonornicotine and 5'-[14C]carboxy-N'-nitrosonornicotine
✍ Scribed by Abbaspour, Aziz; Hecht, Stephen S.; Hoffmann, Dietrich
- Book ID
- 127119931
- Publisher
- American Chemical Society
- Year
- 1987
- Tongue
- English
- Weight
- 598 KB
- Volume
- 52
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
Methyl bromoacetate was reacted with trimethyla~nine-[~'C] dissolved in methanol, forming the methyl ester of [I4C] labeled betaine hydrobromide. The methyl ester was hydrolyzed in an alkaline medium to (carboxymethy1)trimethylammonium hydroxide inner salt, and then transformed into the hydrochlorid
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.
## Abstract dl‐Nornicotine‐2′‐^14^C was synthesized in four steps. Nicotinic acid (carboxyl‐^14^C) was first esterified with diazomethane to yield methyl nicotinate (carboxyl‐^14^C). The ester was condensed with 3‐lithio‐__N__‐trimethylsilyl‐2‐pyrrolidone to give 3‐nicotinoyl‐__N__‐trimethyslsilyl‐