Expedient synthesis of potent cannabinoid receptor agonist (-)-CP55,940.
[reaction: see text] A stereocontrolled synthesis of (-)-CP55,940, a potent cannabinoid receptor agonist, has been attained using a novel aldolization/retro-aldolization interconversion strategy, in which a temporarily generated chiral aldol motif plays essential roles.
Itagaki
Noriaki
N
Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan.
Sugahara
Tsutomu
T
Iwabuchi
Yoshiharu
Y
D063386:Cannabinoid Receptor Agonists; D003510:Cyclohexanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D003511:Cyclohexanols; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism
D063386:Cannabinoid Receptor Agonists; D003510:Cyclohexanes; D003511:Cyclohexanols; D010636:Phenols; C054649:3-(2-hydroxy-4-(1,1-dimethylheptyl)phenyl)-4-(3-hydroxypropyl)cyclohexanol