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Novel preparation of (R, R)bromo‐3‐quinuclidinylbenzilate (Br‐QNB), a precursor for the synthesis of (R, R)[ 123 I]iodo‐QNB
Author(s) -
Kämpfer Ingrid,
Heinicke Jochen,
Sorger Dietlind,
Schulze Klaus,
Schliebs Reinhard,
Knapp Wolfram H.
Publication year - 1996
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199611)38:11<1047::aid-jlcr914>3.0.co;2-4
Subject(s) - chemistry , yield (engineering) , ligand (biochemistry) , nucleophile , iodine , muscarinic acetylcholine receptor , iodine 123 , medicinal chemistry , stereochemistry , receptor , organic chemistry , catalysis , biochemistry , medicine , materials science , metallurgy
Radioiodinated QNB (3‐quinuclidinylbenzilate) (IV) is a potential SPET‐ligand with high affinity muscarinic receptor binding. The synthesis of the precursor BrQNB (III) ((R)‐(−)‐azabicyclo[2.2.2]oct‐3‐yl‐(R)‐(+)‐α‐hydroxy‐α‐(4‐bromophenyl)α‐phenylacetate) described previously was modified. Radiolabelling with iodine‐123 was achieved using a copper(I) assisted nucleophilic exchange reaction resulting in high specific activity (80 GBq/μmol) and an overall yield of 56%.