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. Author manuscript; available in PMC: 2014 Sep 1.
Published in final edited form as: Bioorg Med Chem. 2013 Mar 5;21(17):5629–5646. doi: 10.1016/j.bmc.2013.02.016

Scheme 7.

Scheme 7

(a) ethanolamine, 2-picoline borane; (b) i, Boc2O, ii, (BnO)2PN(iPr)2, tetrazole, iii, tBuOOH; (c) H2, Pd/C; (d) 80% aq TFA; (e) P(OMe)3, I2, py; (f) i, TmsBr, ii, piperidine; (g) NaBH3CN, 8, Et3N, MeOH 50 °C; (h) 49, 2-picoline borane, Et3N, MeOH; (i) i, (BnO)2PNiPr2, tetrazole, ii, MCPBA.