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. 2017 Sep 29;11:94. doi: 10.1186/s13065-017-0327-8

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© The Author(s) 2017

Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.

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Scheme 2 — Synthetic procedures of methyl (Z)-Δ^βγ-matrinic crotonate and (Z)-Δ^βγ-matrinic crotonol derivatives. Reagents and conditions: (a) 6 N HCl, reflux, 9 h; (b) 2 N MeOH/HCl, reflux, 2 h; (c) RX, K₂CO₃, MeCN, r.t., overnight; (d) LiAlH₄, THF, r.t., 30 min; (e) Boc₂O, K₂CO₃, CH₂Cl₂, r.t., overnight; (f) 2 N HCl/Et₂O, 30 min, (g) TBSCl, CH₂Cl₂, imidazole, r.t., overnight; (h) 3-NO₂PhCH₂Br, TEA, CH₂Cl₂, r.t., 4 h; (i) 2 N HCl