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. Author manuscript; available in PMC: 2017 Dec 1.
Published in final edited form as: European J Org Chem. 2016 Nov 28;2016(36):6001–6009. doi: 10.1002/ejoc.201601171

Scheme 5.

Scheme 5

Reagents and conditions: (a) Boc2O, Et3N, CH2Cl2, 23 °C; (b) K2CO3, MeOH, 0 °C; (c) Ph3P, DIAD, Me2C(OH)CN, THF, 23 °C (83% for 3-steps); (d) 20% aq NaOH, EtOH (1:1), reflux (81%); (e) CF3CO2H, CH2Cl2, 23 °C; (f) EDCI, HOBt, iPr2NEt, CH2Cl2, 23 °C (42% for 2-steps); (g) POCl3, CH2Cl2, 50 °C, then, NaBH4, MeOH/H2O, 0 °C (72%); (h) H2, 10% Pd-C, EtOAc, 23 °C (92%).