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. 2015 Mar 4;6(4):439–444. doi: 10.1021/ml500505q

Scheme 1. Synthesis of Novel Cyclic Analogues.

Scheme 1

Reagents and conditions: (a) i. DIBAL-H, CH2Cl2, −55 → 0 °C; ii. BrPh3PCH2i-Pr, KHMDS, THF, 0 °C. (b) i. H2, MeOH, 5% Pd/C, Degussa; ii. HO2CCH2NH(O)C(3-CF3Ph), BOP, i-Pr2NEt, CH2Cl2/DMF. (c) i. TFA, CH2Cl2; ii. MeOH, Me2CO, NaCNBH3, 4 h, then aq. CH2O. (d) THF, H2O, NaBH4. (e) MeI, Ag2O, DMF. (f) PhOH, Ph3P, DEAD, THF.