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. Author manuscript; available in PMC: 2020 Jan 13.
Published in final edited form as: Bioorg Med Chem Lett. 2016 Jun 7;26(15):3603–3607. doi: 10.1016/j.bmcl.2016.06.010

Scheme 6.

Scheme 6.

Synthesis of the urea B-region analog (One-carbon elongated B-region). Reagents and conditions: (a) MsCl, Pyridine, rt, 2 h; (b) Zn(CN)2, Pd(PPh3)4, DMF, 150 °C, 15 h; (c) (i) 2 M BH3·SMe2, THF, reflux, 3 h, (ii) 1 M HCl, reflux, 15 h; (d) compound 4, DBU, DMF, 80 °C, 2h; (e) (i) DPPA, TEA, toluene, 110 °C, 1 h, (ii) compound 4, 80 °C, 15h.