Our synthesis of the previously unknown ether 9 began by coupling hydroxy piperidine 5 with 4-chloropyridine, followed by formation of the quaternary alkylammonium salt 7, under standard conditions (Scheme [¹] ). [5] A simple one-pot reduction of the pyridine (step c) then gave dipiperidine ether 8. Subsequent Boc deprotection afforded 9 which allowed further elaboration of the template by functionalisation of the secondary amine. ... Scheme 1 Reagents and conditions: (a) 4- ...
