SYNTHESIS OF TRITIUM-LABELED (R)-3-AMINOQUINUCLIDINE AND (S)-3-AMINOQUINUCLIDINE - A UBIQUITOUS COMPONENT OF SEROTONIN RECEPTOR LIGANDS .2.

Authors
MASJEDIZADEH MR PARNES H
Citation
Mr. Masjedizadeh et H. Parnes, SYNTHESIS OF TRITIUM-LABELED (R)-3-AMINOQUINUCLIDINE AND (S)-3-AMINOQUINUCLIDINE - A UBIQUITOUS COMPONENT OF SEROTONIN RECEPTOR LIGANDS .2., Journal of labelled compounds & radiopharmaceuticals, 38(1), 1996, pp. 53-60
Citations number
5
Categorie Soggetti
Chemistry Analytical","Pharmacology & Pharmacy","Biochemical Research Methods
Journal title
Journal of labelled compounds & radiopharmaceuticals → ACNP
ISSN journal
03624803
Volume
38
Issue
1
Year of publication
1996
Pages
53 - 60
Database
ISI
SICI code
0362-4803(1996)38:1<53:SOT(A(>2.0.ZU;2-#
Abstract
(S)-3-Aminoquinuclidine-H-3 10c-S having a specific activity of 66 Ci/ mmol was prepared in eight steps from Isonicotinic acid (2). Reduction of 2 with carrier free tritium gas over PtO2 in DMF gave isonipecotic acid-H-3 3c. Conversion to alpha-bromo ketone 5c followed by cyclizat ion afforded 3-quinuclidone-H-3 6c. Racemic 3-amino-quinuclidine-H-3 8 c was prepared by conversion of 6c to oxime 7c followed by reduction w ith NaBH4/NiCl2 . 6H(2)O. Racemic 8c was resolved with (R)-methylbenzy l isocyanate. Hydrolysis of 9c-S,R afforded (S)-3-aminoquinuclidine-H- 3 10c-S. The enantiopurity was >99.5% (S).