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. Author manuscript; available in PMC: 2017 Apr 28.
Published in final edited form as: J Med Chem. 2016 Apr 6;59(8):3635–3649. doi: 10.1021/acs.jmedchem.5b01718

Scheme 5.

Scheme 5

Coupling reactions for final ITZ analogues.a

aReagents and conditions: (a) Cs2CO3 (10 eq), DMSO, 90°C, 12 h, 45-88%; (b) Pd/C, NH2NH2•H2O (10 eq), reflux, 3.5 h, 60-70%. The functional groups represented by X, Y, and Z above can be found in Schemes 2-4.