Reagents and conditions: (i) (3-methoxyphenyl)boronic acid, Cu(OAc)2·H2O, Py, 4 Å MS, dry CH2Cl2, rt;
(ii) Pd(PPh3)4, phenylboronic
acid, K2CO3 2 M, DME, MW, 100 °C; (iii) BBr3 1 M in CH2Cl2, dry CH2Cl2, 0 °C; (iv) Cyclohexanol, PPh3, DIAD, dry THF, 0 °C to rt,
ultrasound; (v) 2 N NaOH, MeOH/THF, rt; (vi) Tyr methyl ester, TBTU, DIPEA, dry DMSO, rt; (vii) 1 N LiOH, dioxane, rt.