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. 2016 Jul 8;21(7):892. doi: 10.3390/molecules21070892

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© 2016 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 19 — Synthesis of patellamide A (98). Reagents and conditions: (1) 20% piperidine/DMF, HOBt, HBTU, DIEA, Fmoc-aThr(Trt)-OH; (2) 20% piperidine/DMF, HOBt, HBTU, DIEA, Fmoc-Ile-OH; (3) Pd(PPh₃)₄, PhSiH₃, CH₂Cl₂, 6 h and 20% piperidine/DMF; (4) HOBt, HBTU, DIEA, CH₂Cl₂, 2% TFA, PhSH, CH₂Cl₂; (5) Burgess reagent, THF, 55 °C, 1 h then 77 °C, 4 h; (6) Pd(PPh₃)₄, PhSiH₃, CH₂Cl₂, 2 h.