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. Author manuscript; available in PMC: 2012 Nov 4.
Published in final edited form as: J Org Chem. 2011 Oct 3;76(21):8885–8890. doi: 10.1021/jo201599c

Scheme 1.

Scheme 1

Reagents and conditions: (i) Ph(CH2)7CH2OH (1.1 equiv.), Tf2O (1.1 equiv), DIPEA (1.1 equiv.), CH2Cl2, −75 °C – rt, 16 – 18 h, 60% yield; (ii) LiOH•H2O (2.0 equiv.), THF, H2O (v/v 4:1), 0 °C – rt, 1 h; (iii) 4 M HCl in dioxane (10 equiv.), rt, 1 h; (iv) Fmoc-OSu (1.5 equiv.), NaHCO3 (4.0 equiv.), THF – H2O (v/v 1:1), rt, 12 h (82% over three steps).