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. Author manuscript; available in PMC: 2009 Dec 1.
Published in final edited form as: Bioorg Med Chem. 2008 Oct 5;16(23):10113–10120. doi: 10.1016/j.bmc.2008.10.005

Scheme 1.

Scheme 1

Synthesis of the alpha amino acid azido tris(ethylenoxy) L-alanine (L-ate-Ala). (a) NaN3, DMF, quant (b) PBr3, THF, 85% (c) N-Boc L-Ser, NaH, DMF, 75% (d) TFA, TIS, CH2Cl2 (e) FmocCl, DIPEA, H2O/dioxane, 75% 2 steps (f) SPPS (g) Cu(II)SO4, Na ascorbate, propargyl biotin, H2O/MeOH.