## Abstract The synthesis of ^15^N‐labelled nornicotine **2** and ^15^N‐labelled nicotine **1** is described via the reductive aminocyclization of a 1,4‐ketoaldehyde with a corresponding amine in the presence of sodium cyanoborohydride. Yields of 30% and 26%, respectively, were obtained from 3‐brom
Synthesis of 15N labelledl alkaloids: Coniine−15N and nicotine-1′−15N
✍ Scribed by E. Leete; H. V. Isaacson; H. D. Durst
- Publisher
- John Wiley and Sons
- Year
- 1971
- Tongue
- French
- Weight
- 252 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Coniine-15N was obtained by the reductive amination of 5-0x0octanal using sodium cyanoborohydride and a m m o n i ~m -~~N bromide. Nornicotine-l'-15N resulted from a similar reductive aminution of 4-oxo-4-(3'-pyridyl)butanal. Merhybtion with formaldehyde and ,formic acid afforded n i ~o t i n e -I ' -~~N .
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## S u in ma r y 1sN.15N-imidazoleacetic acid was synthesized from 15N, lSN-DL-histidine (>99 atom % 15N). The latter. oxidized with sodium hypochlorite. formed 15N.15N-imidazoleacetoniuile. The free acid was prepared after acid hydrolysis of the nitrile, elution from an anion exchange column with
The pre aration of creatine-' 5N monohydrate from intermediate is described. 15N) is converted to benzenesulphonyl glycine-I 5N, which is methylated to give benzenesulphonyl sarcosine--l5N. The latter is hydrolysed to sarcosine-l 5N1 which is isolated by ion exchange chromatography. Sarcosine-l5N i
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