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. 2020 Feb 19;11(4):521–527. doi: 10.1021/acsmedchemlett.9b00631

Scheme 2. Synthesis of Phenethyl Analog 11.

Scheme 2

(a) Pd(PPh3)4, CuI, 4-ethynylanisole, NEt3, DMF, 80 °C, 20 h; (b) 4-methoxybenzenesulfonyl chloride, pyridine, rt, 18 h; (c) 5 wt % Pd/C, H2 (40 psi), EtOAc, rt, 18 h; (d) ethyl bromoacetate, K2CO3, MeCN, rt, 18 h; (e) 15% NaOH(aq), MeOH, rt, 5 h.