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. 2024 Jun 14;29(12):2833. doi: 10.3390/molecules29122833

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© 2024 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 (https://creativecommons.org/licenses/by/4.0/).

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Scheme 22 — Synthesis of the ω-22 monohydroxylated metabolite 151 [83]. Reagents and conditions: (i) NaHMDS, THF, HMPA, −78 °C; (ii) Pd(PPh₃)₄, CuI, Et₂NH, rt; (iii) TBAF, THF, −78 °C; (iv) Zn(Cu/Ag), MeOH/H₂O, rt; (v) LiOH, MeOH, H₂O, 0 °C. The synthesis of compound 44 is presented in Scheme 6.