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. Author manuscript; available in PMC: 2016 Jun 3.
Published in final edited form as: Curr Protoc Nucleic Acid Chem. 2015 Jun 3;61:4.61.1–4.61.22. doi: 10.1002/0471142700.nc0461s61

Figure 1.

Figure 1

Synthesis of (2R,3S) and (2R,3R)-N-Fmoc-1-amino-2-hydroxy-3,4-epoxybutane. a) TMSCN, ZnI2, reflux, 3 h; b) i. LiALH4, Et2O; ii. reflux, 75 min; iii. aqueous work up; c) ammonium salt of [(1R)-(endo,anti)]-(+)-3-bromocamphor-8-sulfonic acid, MeOH; d) excess aq. Ba(OH)2; e) Fmoc-Cl, aq. 1,4-dioxane, aq. Na2CO3, rt, 18 h; f) mCPBA, CH2Cl2, rt, 18 h.