A Practical Synthesis of Differentially Protected 4, 4′-Dipiperidinyl Ethers: Novel Ligands of Pharmaceutical Interest
JM Bailey, G Bruton, A Huxley, V Johnstone…
Index: Bailey, James M.; Bruton, Gordon; Huxley, Anthony; Johnstone, Vicky; Milner, Peter H.; Orlek, Barry S.; Stemp, Geoffrey Synlett, 2009 , # 7 p. 1051 - 1054
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Abstract
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- ...
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