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Asymmetric synthesis of (2S)‐and (2R)‐4‐(3‐t‐butylamino‐2‐hydroxypropoxy)‐benzimidazol‐2‐[ 11 C]‐one ((S)‐and (R)‐[ 11 C]‐CGP 12177) from optically active precursors
Author(s) -
Hammadi Akli,
Crouzel Christian
Publication year - 1991
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/jlcr.2580290609
Subject(s) - chemistry , enantiomer , stereochemistry , enantioselective synthesis , enantiomeric excess , antagonist , ligand (biochemistry) , specific activity , receptor , catalysis , organic chemistry , biochemistry , enzyme
Enantiomers of CGP 12177 ((2S)‐and (2R)‐4‐(3‐t‐butylamino‐2‐hydroxypropoxy)‐benzimidazol‐2‐one), a potent adrenergic β‐receptor antagonist were synthesized and labelled with 11 C for Positron Emission Tomography studies of β‐receptors in heart. The synthesis was accomplished from (2S)‐and (2R)‐3‐tosyloxy‐1,2‐propanediol acetonide. Enantiomeric excess was greather than 95% for each of the prepared enantiomers. (S)‐ and (R)‐[ 11 C]‐CGP 12177 were obtained with a specific radioactivity of 29.6‐44.4 GBq/μmol.