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. Author manuscript; available in PMC: 2015 Nov 29.
Published in final edited form as: J Enzyme Inhib Med Chem. 2010 Jun 28;26(1):46–55. doi: 10.3109/14756361003671078

Scheme 1.

Scheme 1

Synthesis of target analogs 15a-15b. Reagents and conditions: (a) Pd(PPh3)4, DME, K2CO3, reflux, 24h; (b) CH3NO2, NH4OAc, reflux, 4h; (c) LiBH4, TMSCI, THF, reflux; (d) HCOOEt, Et3N, DCM for 14a; (e) acetyl chloride, Et3N, DCM for 14b; (f) POCl3, MeCN, 50°C, 12h; (g) NaBH4, MeOH, 0°C, 4h; (h) HCNO, NaBH(OAc)3, DCM, rt, 24h.