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. 2023 Sep 14;14(10):1358–1368. doi: 10.1021/acsmedchemlett.3c00260

Scheme 2. Synthetic Route to 1 and Derivatives via Intermediates 10.

Scheme 2

Reagents and conditions: (a) Et3N, substituted benzyl amine, DCM, 30–40 °C; (b) Zn, NH4Cl, MeOH, 0 °C; (c) C5H9ClO, Et3N, EtOAc, 0 °C; (d) NaOH, EtOH, H2O, 80 °C; (e) mCPBA, CHCl3, 40 °C; (f) NH4OH, TsCl, CHCl3; (g) TFA, DCM; (h) BBr3, DCM, 0 °C → RT; (i) RCOCl, Et3N, DCM; (j) RCO2H, HOBt, DIEA, EDC; (k) TFA, DCM.