S)-3-Aminoquinuclidine-3H 1 Oc-S having a specific activity of 66 Ci/mrnol was prepared in eight steps from lsonicotinic acid (2). Reduction of 2 with carrier free tritium gas over PtO2 In DMF gave isonipecotic acid-3H &. Conversion to a-bromo ketone followed by cyclization afforded 3-quinuclidone-
Synthesis of tritium labelled (R) and (S)-3-aminoquinuclidine: A ubiquitous component of serotonin receptor ligands, part I
β Scribed by Mohammad R. Masjedizadeh; Howard Parnes
- Publisher
- John Wiley and Sons
- Year
- 1996
- Tongue
- French
- Weight
- 546 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0022-2135
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β¦ Synopsis
R) and (S)-3-aminoquinuclidines-3H with the specific activity of 35 Ci/mmol were prepared. Reduction of enamide 2 with carrier free tritium gas over RhCODCl dimer, (2S, 3s) Chiraphos in methanol gave yacemk amide &. Hydrolysis followed by resolution of the enantiomers with (R)-methyl benzyl isocyanate gave (R) and (S)-3-aminoquinuclidine-3H 1Oc-S and lOc-q. The enantiopurity purity of both isomers was >99.5%.
π SIMILAR VOLUMES
3-Aminoquinuclidine, an important fragment associated with many 5-HT (serotonin) receptor ligands, has been synthesized using a 14Ccarbonation based sequence to prepare the starting material, isonicotinic 14C-acid (6). Elaboration of (6) to a-br~moacetyl-['~C] isonipecotic acid (Lp) via the correspo
## Abstract An efficient procedure for the synthesis of 3βhydroxyoxylipins labelled with tritium on all double bond positions is reported. The synthetic scheme involves a joint route for the formation of tetraacetylenic precursors followed by stereoselective reduction of the triple bonds either wit
The H -antagonists, metiamide and cimetidine were labelled 2 with deuterium and tritium in the 2-position of the imidazole ring by the uncatalyzed exchange reaction with deuterium and tritium oxide at 100Β°C. The sulfur-35 labelled metiamide was prepared by an exchange reaction with elemental sulfur-