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. 2014 Apr 2;57(8):3324–3341. doi: 10.1021/jm401877m

Scheme 3. Synthesis of Compounds 21a21c.

Scheme 3

Reagents and conditions: (a) benzaldehyde (4-chlorobenzaldehyde or 4-fluorobenzal dehyde), Et3N, NaBH4, anhydrous CH3OH, 85%; (b) (Boc)2O, Et3N, CH3OH, 65%; (c) NH2OK, anhydrous CH3OH, 30–40%; (d) AcOEt/HCl, 70%.