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. 2014 Feb 27;25(4):724–737. doi: 10.1021/bc500003x

Scheme 2. Synthesis of Scaffolds 6ab and 7ab.

Scheme 2

Reagents and conditions: (i) SOCI2, EtOH, 91%; (ii) DMAP, Boc2O, Acetone,tBuOH, 91%; (iii) NaBH4, CaCI2, EtOH, 98%; (iv) PPh3, CBr4, K2CO3, DCM, O °C → rt, 97%; (v) Benzylamine, DMF, DIPEA, 50 °C, 92%; (vi) m-Xylylenediamine, DIPEA, DMF, 50 °C, 71%; (vii) HCI, EtOAc, 75%; (viii) HCI, EtOAc, 57%.