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. 2015 Jan 30;6(4):646–657. doi: 10.1021/cn500367b

Scheme 4. Synthesis of 8.

Scheme 4

Reagents and conditions: (a) Boc-l-valine, BOP, Et3N, THF, rt, 20 h, 85%; (b) TFA, CH2Cl2, rt, 1.5 h, quantitative; (c) BH3·SMe2, THF(ah), reflux, 3.5 h, 73%; (d) II-1, BOP, Et3N, THF, rt, 4 h, quantitative; (e) HCl/ether, ether/MeOH, rt, 5 h, 87%.