Efficient synthesis of cis-2,6-di-(2-quinolylpiperidine) |
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| Authors: | Derong Ding Linda P Dwoskin Peter A Crooks |
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| Institution: | 1. Department of Pharmaceutical Science, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA;2. Department of Pharmaceutical Science, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205-7199, USA |
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| Abstract: | An efficient synthesis of cis-2,6-di-(2-quinolylpiperidine) has been developed. The key steps involve Wittig reaction of N-Cbz-protected cis-piperidine-2,6-dicarboxaldehyde (3) with 2-(triphenylphosphinyl-methyl)quinoline bromide (4) and sequential removal of the N-Cbz group and double bond reduction. This synthetic procedure provides an efficient preparation for this useful norlobelane analogue. |
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| Keywords: | Lobelane cis-2 6-Di-(2-quinolylpiperidine) Norlobelane analogues Wittig reaction Swern oxidation Quinlobelane |
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