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. 2015 May 27;6(8):4772–4777. doi: 10.1039/c5sc01647a

Scheme 1. Synthesis of AB5186 6. Reagents and conditions: (a) InCl3, 80 °C, 3 h, 100%; (b) NaBH4, THF, MeOH, Δ, 15 h, 93%; (c) MnO2, CHCl3, rt, 4 h, 83%; (d) (i) LiAlH4, THF, 0 °C, 3 h; (ii) 10% Pd/C, MeOH, rt, 15 h, 77%; (e) MnO2, CHCl3, rt, 4 h, 92%; (f) Et2NH, Me3Al, CH2Cl2, Δ, 15 h, 61%; (g) SOCl2, CH2Cl2, Δ, 24 h, 100%; (h) KF, 18-crown-6, MeCN, Δ, 24 h, 60%.

Scheme 1