Division of Clinical Pharmacology and Experimental Therapeutlcs of the Department of Medicine San man&sco General Hospital Medical Center and the Department of Medicine and Langley Porter Psychiatric Institute untversity of CaKOmia. san Francisco san Francisco. California 94143 We descrlbe methods f
The syntheses of deuterium labelled tobacco alkaloids: Nicotine, nornicotine and cotinine
β Scribed by Trong-Lang Nguyen; Neal Castagnoli Jr
- Publisher
- John Wiley and Sons
- Year
- 1978
- Tongue
- French
- Weight
- 501 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
β¦ Synopsis
A v a r i e t y o f deuterium l a b e l l e d tobacco a l k a l o i d s has been prepared f o r metabolic studies. myosmine w i t h sodium borodeuteride provided n o r n i c o t i n e -2'-dl. exchange w i t h deuterium oxide t o myosmine-3',3'-d2 which could be reduced t o nornicotine-3',3'-d2 and nornicotine-2',3',3'-d3. Thus avenues t o n i c o t i n e a l k a l o i d s l a b e l l e d a t C ; , and/or C ; , have been establ i s h e d .
π SIMILAR VOLUMES
## Abstract Isotopically enriched __d__,__l__βnornicotineβ1^1^β^15^N (24 atom % enrichment) was prepared in a single step from cyclopropyl 3βpyridyl ketone and formamideβ^15^N (24 atom % enrichment). Methylation to __d__,__l__βnicotineβ1^1^β^15^N (24 atom % enrichment) was accomplished using the Cl
The synthesis of high specific activity tritium labeled (S)-nicotine and (S)-cotinine has been achieved. ( S ) - 5-Bromonornicotine of high enantiomeric purity was converted to the corresponding (S) -5-bromonicotine by reductive amination with formaldehyde and sodium borohydride. Tritidysis of this
The enantiomeric purity of several tobacco alkaloids and nicotine-like compounds was determined using 'H NMR (300 MHz) spectroscopy in the presence of (-)-(R)l,l'-binaphthyl-2,2'-diylphosphoric acid (BNPPA) as a chiral complexing agent. The most significant signal splitting resulting from diastereoi