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. 2017 Sep 29;8(10):1060–1065. doi: 10.1021/acsmedchemlett.7b00269

Scheme 1. Synthesis of Derivatives 10af.

Scheme 1

Reagents and conditions: (a) 4 M HCl/dioxane, rt, 1 h; (b) Boc-protected amino acid (for 9a, 9cf) or (S)-2-hydroxy pentanoic acid (for 9b), EDC·HCl, HOBt·H2O, Et3N, DMF, rt, overnight, 50–95% (2 steps); (c) H2, Pd/C, MeOH, rt, 3 h, quant, then RP-HPLC, 65% (for 10b); (d) 4 M HCl/dioxane, rt, 1 h, then RP-HPLC, 30–47% (for 10a, cf). R2 substituents of derivatives 10af are shown in Table 1.