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. 2017 Apr 5;18(4):768. doi: 10.3390/ijms18040768

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© 2017 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 2 — Synthesis of compounds (S)-16 and (S)-17. Reagents and conditions: (a) trimethyl orthoformate, AcOH, reflux, 1 h, >90%; (b) i. Cs₂CO₃, 2-fluoro-4-bromophenol, DMF, 90 °C, 18 h, 95%; ii. TFA/DCM, 1:2, rt, 2 h, quantitative; iii. corresponding alkylating agent, K₂CO₃, CH₃CN, 70 °C, 89%; (c) TBAF, DMF, 130 °C 16 h, 23%. TBAF, tetrabutylammonium fluoride.