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. Author manuscript; available in PMC: 2009 Apr 15.
Published in final edited form as: Bioorg Med Chem Lett. 2008 Mar 14;18(8):2628–2632. doi: 10.1016/j.bmcl.2008.03.027

Scheme 4.

Scheme 4

(a) (i). TBSOTf, Et3N, THF (ii) OsO4 (2%), NMO, t-BuOH, acetone. (b) NaIO4, acetone, H2O, THF, t-BuOH (78% from 19). (c) glycine tert-butyl ester hydrochloride, benzene, Et3N and AcOH until pH 3−5, 100°C sealed tube 12 h (21%). (d) 2 M HCl in Et2O and EtOH, (99%) (e) 9, EDC, DMAP, CH2Cl2, (55%).