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. 2018 Nov 20;9:1202. doi: 10.3389/fphar.2018.01202

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Copyright © 2018 Oyagawa, de la Harpe, Saroz, Glass, Vernall and Grimsey.

This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

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SCHEME 2 — Synthesis of N-adamantanyl series. (i) tert-butyl N-(6-bromohexyl)carbamate or tert-butyl N-{2-[2-(2-bromoethoxy)ethoxy]ethyl}carbamate or 2-(Boc-amino)ethyl bromide, K₂CO₃, NaI, dioxane, reflux, 24 h, 44–55%; (ii) CH₂Cl₂, trifluoroacetic acid, 67–96%; and (iii) CH₂Cl₂, Et₃N, acetic anhydride, 30 min, 37%.