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. Author manuscript; available in PMC: 2016 Oct 1.
Published in final edited form as: Bioorg Med Chem. 2015 Aug 25;23(19):6379–6388. doi: 10.1016/j.bmc.2015.08.025

Scheme 2.

Scheme 2

Reagents and conditions: a) 1. n-BuLi, THF, −78 °C; 2. Me2SO4; b) NaBH4, CH3OH; c) 1. ACE-Cl, DCE; 2. CH3OH, reflux; d) HBTU, NEt3, Boc-L-valine, CH3CN; e) 1. HCl; 2. BH3 • SMe2; f) Boc-7-hydroxy-D-Tic-OH, EDC • HCl, HOBt, DIPEA, THF; g) HCl, CH3CN, dioxane.