82588-24-7Relevant articles and documents
(+/-)-cis-2-Acetoxycyclobutyltrimethylammonium Iodide: A Semirigid Analogue of Acetylcholine
Cannon, Joseph G.,Crockatt, Dale M.,Long, John Paul,Maixner, William
, p. 1091 - 1094 (2007/10/02)
The title compound was prepared to complete a series of small ring (cyclopropane, cyclobutane) cis/trans 1,2-disubstituted semirigid congeners of acetylcholine.A multistep synthetic sequence, beginning with cis-cyclobutane-1,2-dicarboxylic anhydride, permitted unequivocal preparation of the (+/-)-cis target compound 4.The geometry of 4 was confirmed by comparison with an authentic sample of the (+/-)-trans isomer.The cis and trans isomers were equipotent as muscarinic agonists, but they were much weaker than acetyl-β-methylcholine.