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. Author manuscript; available in PMC: 2013 Jul 15.
Published in final edited form as: J Steroid Biochem Mol Biol. 2012 Oct 9;136:39–43. doi: 10.1016/j.jsbmb.2012.09.030

Scheme 5.

Scheme 5

(a) CH3C(OCH3)CH3, p-TsOH, DMF, 98%; (b) TBDPSCl, imidazole, DMF, 100%; (c) AcOH, THF, H2O, 92%; (d) TBDMSCl, imidazole, DMF, 95%; (e) AcOH, THF, H2O, 56%; (f) p-TsCl, Pyr, 92%; (g) NaCN, DMSO, 74%; (h) DIBALH, CH2Cl2, 78%; (i) CH3MgBr, THF, 82%; (j) NMO, TPAP, CH2Cl2, 90%.