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. 2014 Mar 12;5(5):609–614. doi: 10.1021/ml500069w

Scheme 3. Synthesis of LHS Moiety.

Scheme 3

Reagents: (i) ethoxymethylmalonate, EtOH, reflux; (ii) Ph2O, 260 °C; (iii) PBr3, DMF; (iv) NaOH, THF, RT; (v) DPPA, Et3N, t-BuOH, DMF, 100 °C; (vi) TFA, CH2Cl2, −10 °C; (vii) NOBF4, THF, −10 °C-RT; (viii) methylboronic acid, (Ph3P)4Pd, K2CO3, 1,4-dioxane, 100 °C.