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. 2019 Jul 31;24(15):2786. doi: 10.3390/molecules24152786

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© 2019 by the authors.

Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).

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Scheme 1 — Synthetic pathways for access to compounds 11–14. Reagents and conditions: (a) CDI, THF, 8 h, rt; (b) KO₂CCH₂CO₂Et, MgCl₂, THF, 40 °C, 2 h, 42%; (c) N-Boc 4-iodomethylpiperidine, K₂CO₃, DMF, rt, 1 night; (d) KPH, EtOH/H₂O, reflux, 3 h, 56%; (e) N-Boc 4-hydroxymethylpiperidine, NaH, THF, rt, 3 h, 10%; (f) HOBT, EDC.HCl, N-Boc 4-aminomethylpiperidine, DMF, rt, 1 night, 15%.