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. Author manuscript; available in PMC: 2023 Feb 9.
Published in final edited form as: J Med Chem. 2022 May 24;65(11):7656–7681. doi: 10.1021/acs.jmedchem.1c02171

Scheme 9. Synthesis of Ether Tail Derivatives 62a–da.

Scheme 9.

a(a) Alkyl bromide, K2CO3, THF, rt, 2 h, 77–99%; (b) NH2OH·HCl, EtOH, 78 °C, 2 h, 34–93%; (c) N-Boc-GABA, DIEA, HCTU, DMF, 100 °C, 6 h, 57–87%; (d) 4 M HCl/dioxane, DCM, rt, 2 h, 72–88%.