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. 2014 Jul 15;4(4):307–312. doi: 10.1016/j.apsb.2014.06.002

Scheme 1.

Scheme 1

Synthetic routes for N-substituted sophocarpinic acid analogs. Reagents and conditions: (a) 10% KOH/H2O, reflux, 7 h; then 3 mol/L HCl, pH 5–6; (b) diphenyldiazomethane, MeOH/petroleum ether(boiling range 30–60 °C), overnight; (c) (1) substituted benzyl chloride/bromine or benzenesulfonyl chloride, CH2Cl2 or MeCN, K2CO3, r.t., overnight; (2) flash column chromatography; (d) m-cresol, 80 °C, 8–9 h.