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. Author manuscript; available in PMC: 2013 Jun 18.
Published in final edited form as: Chembiochem. 2012 May 25;13(9):1338–1348. doi: 10.1002/cbic.201200139

Scheme 2.

Scheme 2

(a) i) NH4OH, EtOH; ii) TrCl, pyridine, 100°C, 70% (2steps); (b) OsO4, pyridine, 92% (5S,6R/5R,6S = 10:1); (c) TBDMSCl, imidazole, DMF, 37°C, 88%; (d) TFA, CH2Cl2, 0°C, 72% (e) DMTrCl, pyridine, 80%; (f) amidite reagent, DIPEA, CH2Cl2, 80%.