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. Author manuscript; available in PMC: 2018 Jan 22.
Published in final edited form as: Bioorg Med Chem Lett. 2015 Apr 17;25(21):4950–4955. doi: 10.1016/j.bmcl.2015.04.036

Scheme 1.

Scheme 1

Reagents. (i) MeOH, EDCI, THF, DCM; (ii) BH3-SMe2, THF; (iii) TBSCl, NEt3, DCM; (iv) BnBr, K2CO3, DMF; (v) PhCOCl or PhSO2Cl or 2-furyl-COCl or CbzCl, NEt3, DCM; (vi) PhBr, Pd2dba3, DavePhos, Cs2CO3, 1,4-dioxane; (vii) NaBH4, CaCl2, THF, EtOH; (viii) Bu4NF, THF; (ix) Dess–Martin, NaHCO3, DCM; (x) (COCl)2, DMSO, NEt3, DCM; (xi) 30, NaBH(OAc)3, DCM; (xii) 37, NaBH(OAc)3, DCM, AcOH; (xiii) H2, Pd(C), MeOH; (xiv) Cl-SO2-2-naphthyl or Cl-SO2-2-thiophenyl or Cl-SO2-(4Cl)Ph, NEt3, DCM; (xv) PhNCO, DCM; (xvi) TFA, DCM.